The effect of Lewis acids on the pinacol homocoupling reaction of aldehydes promoted by samarium diiodide

被引：0
|
作者：
Annunziata, R
Benaglia, M
Cinquini, M
Raimondi, L
机构：
[1] Univ Milan, Ctr CNR, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 1999卷 / 12期
关键词：
pinacol reaction; Lewis acid; samarium diiodide; 1,2-diols; carbonyl compounds;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The effect of various Lewis acids on the samarium diiodide promoted pinacol homocoupling of aldehydes was investigated. The reaction of benzaldehyde proceeded with fair to good 1,2-anti-stereoselectivity, while in the case of other aromatic and aliphatic aldehydes syn-stereoselectivity was generally observed. Chiral alpha-alkylaldehydes allowed for an almost complete stereocontrol favoring syn-1,2-diols.
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页码：3369 / 3374
页数：6
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