Synthesis of 1,2,3-trisubstituted cyclopropanes by MIRC reactions of dithianyllithiums with monocarboxylic vinyl epoxide analogues

被引:14
|
作者
Tang, SC
Xie, XG
Huo, X
Liang, QR
She, XG [1 ]
Pan, XF
机构
[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
1,2,3-trisubstituted cyclopropanes; MIRC reactions; vinyl epoxide;
D O I
10.1016/j.tetlet.2005.10.167
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of cyclopropane derivatives bearing stereochemistry at all three positions on the ring were readily obtained in a high yield of 76-92% and high stereoselectivity (trans:cis > 95:5) when the monocarboxylic vinyl epoxide analogues reacted with dithianyllithiums in the presence of HMPA. This reaction was supposed to be a tandem conjugation addition-opening epoxide ring sequence. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:205 / 208
页数:4
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