More research is needed about (1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol

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Towards a total synthesis of quinocarcin: Diastereoselective synthesis of functionalized azepino[1,2-b]isoquinolines

1,3-Disubstituted tetrahydro-oxazolo-isoquinolinones 19a,b were obtained from phenylalanine in seven steps and 42% overall yield by Katritzky’s benzotriazole method. The tricyclic oxazolidinone 19a was further converted into amino alcohol 10 by employing a chemoselective reduction of the ester group with LiBH4/MeOH. Compound 10 and the corresponding 1-unsubstituted tetrahydroisoquinoline alcohol 11 were converted into aldehydes 27 and 33, which cyclized in the presence of different Lewis acids to give the substituted azepino[1,2-b]isoquinolines 34 and 35, respectively, which are key structural features of the alkaloid quinocarcin. The stereoselectivities of the Lewis-acid-catalyzed heteroene reaction are highly dependent on the substitution pattern and the type of Lewis acid. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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Reference£º
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem