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Asymmetric Synthesis of α‐Alkylated Aldehydes using Terminal Epoxide‐Derived Chiral Enamines
Author(s) -
Hodgson David M.,
Kaka Naeem S.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200804369
Subject(s) - enamine , asymmetric induction , epoxide , alkylation , chemistry , substitution (logic) , lithium amide , amide , scheme (mathematics) , transformation (genetics) , terminal (telecommunication) , computer science , combinatorial chemistry , stereochemistry , organic chemistry , enantioselective synthesis , programming language , mathematics , catalysis , mathematical analysis , telecommunications , biochemistry , gene
Effective discrimination : Efficient lithium amide‐induced terminal epoxide–enamine transformation provides the first enamines capable of generating α‐alkylated aldehydes with high asymmetric induction by intermolecular nucleophilic substitution (see scheme).