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Conformationally Flexible, Chiral Quaternary Ammonium Bromides for Asymmetric Phase‐Transfer Catalysis
Author(s) -
Ooi Takashi,
Uematsu Yukitaka,
Kameda Minoru,
Maruoka Keiji
Publication year - 2002
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 - 10.1002/1521-3773(20020503)41:9<1551::aid-anie1551>3.0.co;2-l
Subject(s) - diastereomer , catalysis , ammonium , chemistry , phase (matter) , enantioselective synthesis , stereoisomerism , stereochemistry , combinatorial chemistry , computational chemistry , organic chemistry
A simple yet powerful strategy for the molecular design of chiral phase‐transfer catalysts: Conformationally flexible, N ‐spiro chiral quaternary ammonium bromides of type 1 have been newly designed and are found to exert high chiral efficiency by taking advantage of the considerable difference of activity between the diastereomeric homo‐ and heterochiral isomers through rapid conformational interconversion.