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Enantioselective Aza‐Henry Reaction with Acyclic Guanidine‐Thiourea Bifunctional Organocatalyst
Author(s) -
Takada Keisuke,
Nagasawa Kazuo
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800692
Subject(s) - enantioselective synthesis , chemistry , bifunctional , thiourea , nitromethane , guanidine , organocatalysis , organic chemistry , nitroaldol reaction , catalysis , combinatorial chemistry
A highly enantioselective aza‐Henry reaction of imines with nitromethane was achieved with a reactive guanidine‐thiourea bifunctional organocatalyst affording β‐nitroamines with high enantioselectivity (up to 96% ee ). The diastereo‐ and enantioselective version of this reaction with nitroalkanes also proceeded selectively (up to 99:1 dr with 99% ee ).
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