First Evidence for the Formation of a Geminal Dizinc Carbenoid: A Highly Stereoselective Synthesis of 1,2,3-Substituted Cyclopropanes
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- 作者：André ; B. Charette ; Alexandre Gagnon ; and Jean-Franç ; ois Fournier
- 刊名：Journal of the American Chemical Society
- 出版年：2002
- 出版时间：January 23, 2002
- 年：2002
- 卷：124
- 期：3
- 页码：386 - 387
- 全文大小：39K
- 年卷期：v.124,no.3(January 23, 2002)
- ISSN：1520-5126
文摘
Significant amounts of novel gem-dizinc carbenoids (RZnCHIZnR) are formed when diethylzinc is mixed with iodoform in CH2Cl2 at 0 
C. This reagent was shown to be effective in the cyclopropanation of butenediol derivatives to generate a cyclopropylzinc intermediate that could be trapped with a variety of electrophiles. 1,2,3-Substituted cyclopropane derivatives are formed with excellent diastereoselectivities by using this simple procedure.
C. This reagent was shown to be effective in the cyclopropanation of butenediol derivatives to generate a cyclopropylzinc intermediate that could be trapped with a variety of electrophiles. 1,2,3-Substituted cyclopropane derivatives are formed with excellent diastereoselectivities by using this simple procedure.