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Enantioselective Synthesis of Glutarimide Alkaloids Cordiarimides A, B, Crotonimides A, B, and Julocrotine
Author(s) -
Teng Bo,
Zheng Jianfeng,
Huang Huiying,
Huang Peiqiang
Publication year - 2011
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.201180248
Subject(s) - chemistry , enantioselective synthesis , catalysis , stereochemistry , alcohol , combinatorial chemistry , organic chemistry
Five glutarimide alkaloids cordiarimide A ( 5 ), cordiarimide B ( 6 ), crotonimide A ( 3 ), crotonimide B ( 4 ), and julocrotine ( 2 ) have been synthesized starting from Boc‐ L ‐glutamine ( 7 ). The benzylic alcohol chiral centre of cordiarimides B ( 6 ) has been established in 6:1 diastereoselectivity by catalytic asymmetric hydrogenation using Zhou's catalytic system Pd(CF 3 CO 2 ) 2 /( R , R )‐Me‐DuPhos.