CO2-Activation for ?-Butyrolactones and Its Application in the Total Synthesis of (±)-Heteroplexisolide E

被引：26
作者：
Li, Suhua [1 ]
Ma, Shengming [1 ,2 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2012年 / 7卷 / 10期
基金：
中国国家自然科学基金;
关键词：
alkynes; butyrolactones; carbon dioxide; hydrocarboxylation; nickel; METHYLENE-GAMMA-BUTYROLACTONES; 1ST TOTAL-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; BIOLOGICAL EVALUATION; HYBRID MOLECULES; CARBON-DIOXIDE; LACTONES; TRANSFORMATION; DERIVATIVES; HYDROGENATION;
D O I：
10.1002/asia.201200467
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient nickel(0)-catalyzed highly regio- and stereoselective hydrocarboxylation of homopropargylic alcohols with ZnEt2 in the presence of CO2 (1 atm, balloon) to synthesize a-alkylidene-?-butyrolactones is described. The catalyst is highly active and can be applied for the synthesis of (optically active) mono- or bicyclic a-alkylidene-?-butyrolactones with excellent regio- and stereoselectivity and good functional group tolerance. The potential of the reaction has been demonstrated in the first synthesis of (+/-)-heteroplexisolide E.
引用
收藏
页码：2411 / 2418
页数：8
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