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C 2 ‐Symmetric Chiral Pentacyclic Guanidine: A Phase‐Transfer Catalyst for the Asymmetric Alkylation of tert ‐Butyl Glycinate Schiff Base
Author(s) -
Kita Tetsuya,
Georgieva Angelina,
Hashimoto Yuichi,
Nakata Tadashi,
Nagasawa Kazuo
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(20020802)41:15<2832::aid-anie2832>3.0.co;2-q
Subject(s) - alkylation , schiff base , chemistry , guanidine , enantioselective synthesis , catalysis , enantiomer , base (topology) , phase transfer catalyst , phase (matter) , organic chemistry , polymer chemistry , medicinal chemistry , mathematical analysis , mathematics
The enantioselective alkylation of the Schiff base 2 was carried out in the presence of a novel phase‐transfer catalyst, the guanidine‐containing pentacyclic compound 1 . The product 3 was obtained with enantiomeric excesses of 76–90 % (see scheme).