SYNTHETIC STUDIES ON QUINOCARCIN AND ITS RELATED-COMPOUNDS .3. SYNTHESIS OF 5-SUBSTITUTED AND 3,5-DISUBSTITUTED-2-FORMYL-PYRROLIDINE DERIVATIVES, THE KEY D-RING FRAGMENTS OF ENANTIOMERIC PAIRS OF QUINOCARCIN AND 10-DECARBOXYQUINOCARCIN

被引:57
作者
KATOH, T [1 ]
NAGATA, Y [1 ]
KOBAYASHI, Y [1 ]
ARAI, K [1 ]
MINAMI, J [1 ]
TERASHIMA, S [1 ]
机构
[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN
关键词
QUINOCARCIN; 10-DECARBOXYQUINOCARCIN; D-RING FRAGMENT; 5-SUBSTITUTED-2-FORMYLPYRROLDINE; 3,5-DISUBSTITUTED-2-FORMYLPYRROLIDINE; GLUTAMIC ACID; PYROGLUTAMIC ACID;
D O I
10.1016/S0040-4020(01)80643-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title synthesis was accomplished by employing each enantiomer of glutamic acid and pyroglutamic acid as chiral starting materials and featuring formation of an N-protected aminal, substitution of the methoxy group with a cyanide anion, and reduction of the cyanide function to an aldehyde as common key steps.
引用
收藏
页码:6221 / 6238
页数:18
相关论文
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