Premium
Diastereo‐ and Enantioselective Michael Addition Initiated Cyclizations to trans ‐Substituted Cyclopentanecarboxylates
Author(s) -
Enders Dieter,
Scherer Hermann J.,
Raabe Gerhard
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199116641
Subject(s) - enantioselective synthesis , diastereomer , michael reaction , enantiomer , chemistry , ring (chemistry) , closure (psychology) , stereochemistry , organic chemistry , catalysis , economics , market economy
Diastereomeric and enantiomeric excesses of greater than 95 % were achieved in the preparation of the cyclopentanecarboxylate 3 by asymmetric MIRC (Michael initiated ring closure) reactions of the hydrazones 1 with the unsaturated brominated ester 2 . The de and ee values were determined by gas chromatography and in NMR experiments. RMe, n Bu, i Bu, Ph, p ‐BrC 6 H 4 .