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Synthesis of pyrrolidine based natural or unnatural product derivatives (1): Application of efficient asymmetric induction of C‐2 position in polysubstituted pyrrolidines
Author(s) -
Jeong Hyung Jae,
Lee Ju Man,
Kim Min Kyu,
Lee SangGyeong
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390525
Subject(s) - chemistry , stereocenter , pyrrolidine , natural product , succinimide , triethylsilane , asymmetric induction , stereoselectivity , stereochemistry , organic chemistry , combinatorial chemistry , enantioselective synthesis , catalysis
A novel method for synthesis of polysubstituted pyrrolidines, which possess a C‐2 stereocenter, was developed. The strategy involves Grignard addition to the succinimide, derived from L‐tartaric acid, followed by stereocontrolled triethylsilane promoted reduction of the resulting cyclic amidols.