Premium
Chiral guanidine catalyzed Michael addition reaction and Diels‐Alder reaction of anthrone and N ‐methylmaleimide
Author(s) -
Bin Peng,
KeJun Cheng,
DaWei Ma
Publication year - 2000
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.20000180328
Subject(s) - chemistry , anthrone , guanidine , adduct , michael reaction , catalysis , diels–alder reaction , organic chemistry , medicinal chemistry
Two chiral guanidines were evaluated as catalysts for the reaction of anthrone (1) with N ‐methylmaleimide (2). When guanidine 5 was used, the Michael adduct 4 was isolated as a major product. The best enantioselectivity (70% ee ) was obtained when the reaction was carried out in THF at ‐20°C.