Category: 147700-62-7

Safety of (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Asymmetric conjugate addition to alkylidene malonates. Author is Alexakis, A.; Benhaim, C..

Dialkylzinc and trialkylaluminium reagents (alkyl = Me, Et, Bu) undergo conjugate addition to alkylidene malonates R1CH:C(CO2Et)2 (R1 = Me, n-Bu, Ph) with 0.5% copper triflate as catalyst. The reaction could be made enantioselective by completing the reaction in the presence of 0.5-1.0 mol% of chiral phosphorus ligand. Enantiomeric excesses (e.e.’s) of up to 73% could be attained with a ligand prepared from TADDOL and 2-naphthylcyclohexanol.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Application of 147700-62-7. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Pt-Catalyzed enantioselective diboration of terminal alkenes with B2(pin)2. Author is Kliman, Laura T.; Mlynarski, Scott N.; Morken, James P..

The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described. This reaction occurs in the presence of a readily available chiral phosphonite ligand and is effective with a variety of terminal alkene substrates. Importantly, the reaction can operate with catalyst loadings of only 1 mol % Pt. While oxidation of the intermediate 1,2-bis(boronate) ester provides the chiral 1,2-diol as the reaction product, the intermediate may also be subjected to homologation/oxidation to furnish a chiral 1,4-diol as the reaction product.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Organometallics called Planar chirality in tethered η6:η1-(phosphinophenylenearene-P)ruthenium(II) complexes and their potential use as asymmetric catalysts, Author is Faller, J. W.; D’Alliessi, Darlene G., which mentions a compound: 147700-62-7, SMILESS is CC(O1)(C)O[C@]2([H])[C@]1([H])C(C3=CC=CC=C3)(C4=CC=CC=C4)OP(C5=CC=CC=C5)OC2(C6=CC=CC=C6)C7=CC=CC=C7, Molecular C37H33O4P, Application In Synthesis of (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine.

Stereochem. and asym. catalytic activity of ruthenium monocationic and dicationic η6-arene complexes with tethered dicyclohexylphosphino complexing group was studied. Treatment of [(η6-benzene)RuCl2]2 with 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (LA) yielded the planar chiral, tethered complex [Ru[η6:η1-2-(dicyclohexylphosphino-κP)-2′-(N,N-dimethylamino)-1,1′-biphenyl]Cl2] (2, [Ru(η6:η1-LA-P)Cl2]). Abstraction of a chloride from 2 with AgSbF6 and treatment with PPh3 gave the chiral-at-metal complex anti-[Ru(η6:η1-LA-P)(PPh3)Cl]SbF6, 3a, which underwent spontaneous resolution upon crystallization The Me2N group is coplanar with the η6-Ph ring in the cations and directs attack at the metal center, as well as determining the thermodn. stability of anti vs. syn epimers. The dication derived from enantiopure 3a catalyzed the Diels-Alder reaction of methacrolein and cyclopentadiene with modest (19-23%) enantioselectivity and good exo/endo ratio (96%). Analogs of 2 and 3a containing 2-(dicyclohexylphosphino)-2′-methyl-1,1′-biphenyl were also prepared The configuration at the metal center is stable at the conditions studied. Averaged NMR spectra at ambient temperatures are observed, however, due to rapid conformational interconversions that can be slowed at low temperature

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine( cas:147700-62-7 ) is researched.Application of 147700-62-7.Haag, Dieter; Runsink, Jan; Scharf, Hans-Dieter published the article 《[L*Rh(NBD)Cl] (L* = Chiral Cyclic Monophosphonite): A Novel Class of Rhodium(I) Complexes and Their Evaluation in the Asymmetric Hydrosilylation of Ketones. Investigations of the Effects of Temperature and Ligand Backbone》 about this compound( cas:147700-62-7 ) in Organometallics. Keywords: ketone asym hydrosilylation rhodium phosphonite catalyst; phosphonite cyclic chiral rhodium preparation catalyst. Let’s learn more about this compound (cas:147700-62-7).

New Rh(I) complexes [L*Rh(NBD)Cl] (L* = chiral cyclic phosphonite with a fused 1,4-dioxane or cyclobutane ring in the backbone) were synthesized via the corresponding borane-phosphonite adducts. They turned out to be highly active catalysts in the asym. hydrosilylation of ketones in a broad temperature range. Evaluation of the temperature dependent measurements according to the Eyring formalism disclosed a nonlinear relation between ln P (P = ratio of the enantiomeric product alcs.) and the reciprocal of temperature marked by the occurrence of points of inversion in the middle temperature region between -5 and 30°. These findings indicate a complexly composed selection mechanism that is controlled by at least two relevant partial steps. Also, by comparison of different catalysts based on a 1,4-dioxane, a cyclobutane, or a 1,3-dioxolane ring in the backbone of L*, the conformational properties of the ligand backbone were revealed to be a crucial feature determining not only the extent but also the direction of chirality transfer, thus providing a versatile tool for the construction of stereocomplementary ligands. Accordingly, by proper choice of the ligand backbone and the temperature, fairly good enantioselectivities in the hydrosilylation of rather different ketones like acetophenone (82% ee) and pivalophenone (86% ee) can be achieved.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Igawa, Kazunobu; Yoshihiro, Daisuke; Ichikawa, Nobumasa; Kokan, Naoto; Tomooka, Katsuhiko researched the compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine( cas:147700-62-7 ).SDS of cas: 147700-62-7.They published the article 《Catalytic enantioselective synthesis of alkenylhydrosilane》 about this compound( cas:147700-62-7 ) in Angewandte Chemie, International Edition. Keywords: silane chiral preparation desymmetrization dihydrosilane hydrosilylation alkyne; hydrosilylation asym alkyne taddol dioxaphosphepane platinum catalyst preparation alkenylsilane; absolute configuration alkenyl hydrosilane preparation asym hydrosilylation alkyne. We’ll tell you more about this compound (cas:147700-62-7).

Desymmetrization of secondary silanes R1R2SiH2 (R1, R2 = Ph, tBu; 2,6-Me2C6H3, Me; 2,6-Me2C6H3, Ph) by hydrosilylation of alkynes R3CCR3 (R3 = Me, Et, n-Pr) catalyzed by Pt(0) complexes with chiral taddol-based 1,3,2-dioxaphosphepane ligands I [6a-d, R = H, 4-MeO, 3,5-Me2, 3,5-(CF3)2] gave Si-chiral monoalkenylsilanes (E)-R1R2SiH(R3C:CHR3) (5) with moderate-to good yields and 30-86% ee. Depending on the aryl substitution of the catalyst, both (R)- and (S)-configuration of the silanes 5 were obtained. The absolute configuration of the prepared alkenyl hydrosilanes was established by sym. hydrosilylation of 1-butene with 5, and comparison with previously reported compounds prepared starting from chiral silanols.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Application In Synthesis of (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Derivatives of α,α,α’,α’-tetraaryl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) containing nitrogen, sulfur, and phosphorus atoms. New ligands and auxiliaries for enantioselective reactions. Author is Seebach, Dieter; Hayakawa, Michiya; Sakaki, Junichi; Schweizer, W. Bernd.

α,α,α’,α’-Tetraaryl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanols I (R = Ph, 2-naphthyl, X = X’ = OH) are converted to bicyclic phosphites and phosphonites II (R1 = Me, Ph, OMe, OPh) by reaction with Cl2PR1. One or both OH groups of I (X = X’ = OH) can be replaced by Cl, and the halide in turn substituted by azide, thiocyanide, or sulfide (giving, e.g., III; X’ = S). Reduction of the azido group(s) to NH2 and N-alkylation or acylation furnishes a variety of amino alcs. I (X’ = NH2, NHMe, NMe2, NHCH2Ph, X = OH) and diamines I (X = X’ = NH2, NHMe, NMe2) as well as a bis(trifluoroacetamide) I (X = X’ = NHCOCF3). Cyclization of the aminoalc. I (X = OH, X’ = NH2) produces a bicyclic system III (X’ = NH), containing a pyrrolidine ring (structure determination by x-ray diffraction). The new chiral compounds containing nitrogen and phosphorus atoms might be useful ligands and auxiliaries for enantioselective syntheses.

From this literature《Derivatives of α,α,α’,α’-tetraaryl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) containing nitrogen, sulfur, and phosphorus atoms. New ligands and auxiliaries for enantioselective reactions》,we know some information about this compound(147700-62-7)Application In Synthesis of (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, but this is not all information, there are many literatures related to this compound(147700-62-7).

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Synthesis of β-Lactams by Palladium(0)-Catalyzed C(sp3)-H Carbamoylation.SDS of cas: 147700-62-7.

A general and user-friendly synthesis of β-lactams, e.g., I and II, is reported that makes use of Pd0-catalyzed carbamoylation of C(sp3)-H bonds, and operates under stoichiometric carbon monoxide in a two-chamber reactor. This reaction is compatible with a range of primary, secondary and activated tertiary C-H bonds, in contrast to previous methods based on C(sp3)-H activation. In addition, the feasibility of an enantioselective version using a chiral phosphonite ligand is demonstrated. Finally, this method can be employed to synthesize valuable enantiopure free β-lactams and β-amino acids.

From this literature《Synthesis of β-Lactams by Palladium(0)-Catalyzed C(sp3)-H Carbamoylation》,we know some information about this compound(147700-62-7)SDS of cas: 147700-62-7, but this is not all information, there are many literatures related to this compound(147700-62-7).

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Rhodium-Catalyzed Atroposelective C-H Arylation: Efficient Synthesis of Axially Chiral Heterobiaryls.Recommanded Product: 147700-62-7.

Rhodium(I)-catalyzed atroposelective C-H arylation of heterobiaryls was presented. In the presence of a Rh catalyst derived from [Rh(C2H4)2Cl]2 and a TADDOL-derived monodentate phosphonite, with 2-pyridine, 2-isoquinoline and their analogs as directing groups, a series of axially chiral heterobiaryls were obtained in excellent yields and enantioselectivities (up to 99% yield, 97% ee) via C-H direct functionalization reaction. The products obtained from this method provide a platform for the synthesis of axially chiral biaryl ligands and catalysts. As a demonstration, a chiral N-oxide synthesized from the product in one step could act as an efficient catalyst for asym. allylation of benzaldehyde with allyltrichlorosilane, leading to homoallyl alc. with excellent enantiocontrol.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

SDS of cas: 147700-62-7. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine, is researched, Molecular C37H33O4P, CAS is 147700-62-7, about Scope and Mechanism of the Pt-Catalyzed Enantioselective Diboration of Monosubstituted Alkenes. Author is Coombs, John R.; Haeffner, Fredrik; Kliman, Laura T.; Morken, James P..

The Pt-catalyzed enantioselective diboration of terminal alkenes can be accomplished in an enantioselective fashion in the presence of chiral phosphonite ligands. Optimal procedures and the substrate scope of this transformation are fully investigated. Reaction progress kinetic anal. and kinetic isotope effects suggest that the stereodefining step in the catalytic cycle is olefin migratory insertion into a Pt-B bond. D. functional theory anal., combined with other exptl. data, suggests that the insertion reaction positions platinum at the internal carbon of the substrate. A stereochem. model for this reaction is advanced that is in line both with these features and with the crystal structure of a Pt-ligand complex.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, European Journal of Organic Chemistry called Synthesis and application of chiral phosphorus ligands derived from TADDOL for the asymmetric conjugate addition of diethyl zinc to enones, Author is Alexakis, Alexandre; Burton, Jonathan; Vastra, Johann; Benhaim, Cyril; Fournioux, Xavier; Van den Heuvel, Alexandra; Leveque, Jean-Marc; Maze, Frederique; Rosset, Stephane, which mentions a compound: 147700-62-7, SMILESS is CC(O1)(C)O[C@]2([H])[C@]1([H])C(C3=CC=CC=C3)(C4=CC=CC=C4)OP(C5=CC=CC=C5)OC2(C6=CC=CC=C6)C7=CC=CC=C7, Molecular C37H33O4P, Name: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine.

Asym. conjugate addition of diethylzinc to cyclohexen-2-one, chalcone, and benzalacetone has been found to occur with 0.5% copper(II) triflate and 1% chiral phosphite. Cyclic phosphites derived from TADDOL gave excellent to moderate enantiomeric excesses. The nature of the exocyclic substituent of the dioxaphospholane ring is important, but the chiral induction is imposed by the TADDOL framework. Syntheses of all the TADDOL ligands are described.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem