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Enantioselective Synthesis of Amaryllidaceae Alkaloids (+)‐Vittatine, (+)‐ epi ‐Vittatine, and (+)‐Buphanisine
Author(s) -
Wei MengXue,
Wang ChengTao,
Du JiYuan,
Qu Hu,
Yin PeiRong,
Bao Xu,
Ma XiaoYan,
Zhao XianHe,
Zhang GuoBiao,
Fan ChunAn
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201300595
Subject(s) - enantioselective synthesis , stereocenter , bifunctional , computer science , chemistry , catalysis , organic chemistry
Cat. on a hot tin roof : Enantioselective catalytic Michael addition of α‐cyanoketones to acrylates under bifunctional organocatalysis was used to construct the unique arylic all‐carbon quaternary stereocenter, which is synthetically crucial in the chemical synthesis of optically pure cis ‐aryl hydroindole alkaloids. The protocol offers an asymmetric route to (+)‐vittatine, (+)‐ epi ‐vittatine, and (+)‐buphanisine.