Reference of 4721-98-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.4721-98-6, Name is 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline, molecular formula is C12H15NO2. In a Article£¬once mentioned of 4721-98-6
Asymmetric Reduction of Cyclic Imines with Chiral Sodium Acyloxyborohydrides
Asymmetric reduction of prochiral cyclic imines with chiral sodium acyloxyborohydrides (5a-i), which are easily prepared by the reaction of NaBH4 with various N-acyl alpha-amino-acids, has been investigated.Of these new reducing agents, triacyloxyborohydrides (5c-f), derived from NaBH4 (1 equiv.) and (S)-N-acylproline (3 equiv.), were found to reduce 3,4-dihydropapaverine (2) in tetrahydrofuran to (S)-norlaudanosine (3) hydrochloride in 60percent optical yield.The N-benzyloxycarbonyl derivative (5c) could be isolated as a powder and characterized.The effect of solvents on this asymmetric reduction has been examined by the use of the isolated reagent (5c); halogenated alkane solvents such as CH2Cl2 or CHCl2CH3 gave a better optical yield of compound (3) (79percent e.e.).The reagent (5c) also reduced other cyclic imines (6a-c) and (8) to the corresponding alkaloids (7a-c) and (9) in excellent optical yields (70-86percent e.e.), providing an effective route to the asymmetric synthesis of these alkaloids.A possible reaction path for this reduction is also presented.
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Reference£º
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem