Premium
A Highly Enantioselective Mannich‐Type Reaction of Glycine Schiff Base Catalyzed by a Cinchoninium Salt
Author(s) -
Tao Zhonglin,
Adele Arafate,
Wu Xiang,
Gong Liuzhu
Publication year - 2014
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201400453
Subject(s) - chemistry , enantioselective synthesis , schiff base , glycine , salt (chemistry) , catalysis , mannich reaction , cinchona , base (topology) , organic chemistry , organocatalysis , cinchona alkaloids , combinatorial chemistry , stereochemistry , polymer chemistry , amino acid , biochemistry , mathematical analysis , mathematics
A chiral phase‐transfer catalyst, derived from the combination of cinchona alkaloid backbone and BINOL skeleton, enabled a Mannich reaction of glycine Schiff base with N‐Boc‐imines to generate α , β ‐diamino acid derivatives in excellent yields (up to 99%) and with high diastereo‐ and enantioselectivities (up to>20:1 dr , 96% ee ).
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom