Highly Selective Ylide-Initiated Michael Addition/Cyclization Reaction for Synthesis of Cyclohexadiene Epoxide and Vinylcyclopropane Derivatives

被引:52
作者
Zhu, Ben-Hu [1 ]
Zhou, Rui [1 ]
Zheng, Jun-Cheng [2 ]
Deng, Xian-Ming [2 ]
Sun, Xiu-Li [2 ]
Shen, Qi [1 ]
Tang, Yong [2 ]
机构
[1] Suzhou Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth, Suzhou 215123, Jiangsu Prov, Peoples R China
[2] Shanghai Inst Organ Chem, Dept State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
NEUTRAL SPHINGOMYELINASE INHIBITOR; FRIEDEL-CRAFTS REACTION; ENANTIOSELECTIVE SYNTHESIS; ALPHA; BETA-UNSATURATED ESTERS; BIOLOGICAL-ACTIVITIES; ALDOL ADDITIONS; CYCLOPROPANATION; REVERSAL; CYCLOADDITION; EFFICIENT;
D O I
10.1021/jo100306z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On the basis of the reactions of camphor-derived sulfur ylide with alpha,beta-unsaturated ketone, highly efficient and selective synthesis of optically active cyclohexadiene epoxides and vinylcyclopropanes with excellent diastereoselectivities, moderate to high enantioselectivities, and yields has been achieved.
引用
收藏
页码:3454 / 3457
页数:4
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