Unexpected vinyl transfer in the titanium-mediated cyclopropanation reaction

被引：4
|
作者：
Garnier, Jean-Marc [1 ]
Lecornue, Frederic [1 ]
Chamay-Pouget, Florence [1 ]
Ollivier, Jean [1 ]
机构：
[1] Univ Paris 11, Inst Chim Mol Mat Orsay, UMR 8182, Lab Synth Organ Methodol, F-91405 Orsay, France
来源：
SYNLETT | 2007年 / 18期
关键词：
carbene; enols; esters; organometallic reagents; titanium;
D O I：
10.1055/s-2007-991092
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Simple cyclopropanols are obtained on addition of ethyl-magnesium halides to esters in the presence of titanium isopropoxide. Alternatively, we have found that they may also be prepared in moderate to good yields through unexpected vinyl transfer from vinyl ethers via a titanium-promoted inter- or intramolecular reaction. On the basis of deuterium labeling experiments, a mechanism has been proposed.
引用
收藏
页码：2827 / 2828
页数：2
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