摘要
The lithihum (a-carbalkoxyvinyl) (2-thienyl) mixed higher order cyanocuprate, de-rived from ethyl propargylic ester with (n-C13H27) (2-thienyl)CuCNLi2, reacted with cis-1-bromo-l-propylene under Pd (PPh3)4 catalysis to give a diene ester ethyl 1- (Z-propylidene)-1-E-hexadecenate. Then the target product (±)-litsenolide C2 was stereoselectively synthe-sized by employing cis-dihydroxylation of the diene ester using a NMO-OsO4 system as the oxidant and stereospecific lactonation by acidic catalyst. The ratio of E to Z carbon-carbon double bond is >98: 2, and the ratio of trans- and cis-disubstituted lactones is >95: 5.
The lithihum (a-carbalkoxyvinyl) (2-thienyl) mixed higher order cyanocuprate, de-rived from ethyl propargylic ester with (n-C13H27) (2-thienyl)CuCNLi2, reacted with cis-1-bromo-l-propylene under Pd (PPh3)4 catalysis to give a diene ester ethyl 1- (Z-propylidene)-1-E-hexadecenate. Then the target product (±)-litsenolide C2 was stereoselectively synthe-sized by employing cis-dihydroxylation of the diene ester using a NMO-OsO4 system as the oxidant and stereospecific lactonation by acidic catalyst. The ratio of E to Z carbon-carbon double bond is >98: 2, and the ratio of trans- and cis-disubstituted lactones is >95: 5.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1997年第6期914-916,共3页
Chemical Journal of Chinese Universities
基金
湖北省自然科学基金
关键词
混合高序铜
立体选择性反应
AHF
铜
高序铜
合成
(±)-Litsenolide C_2,Mixed higher order cyanocuprate, Stereoselective reaction,AHF
