Samarium diiodide-catalyzed diastereoselective pinacol couplings

被引：78

作者：

Aspinall, HC ^{[1
]}

Greeves, N ^{[1
]}

Valla, C ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Donnan & Robert Robinson Labs, Liverpool L69 7ZD, Merseyside, England

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 10期

关键词：

D O I：

10.1021/ol050256f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A complex of samarium dliodide (Sml(2)) with tetraglyme catalyzes the intermolecular pinacol coupling of aromatic or aliphatic aldehydes at loadings of 10 mol % in the presence of Me2SiCl2 and Mg. Diastereoselectivity of up to 95/5 (+/-/meso) has been achieved for aliphatic aldehydes and up to 19/81 (+/-/meso) for aromatic aldehydes. De values of up to 99% have been achieved in intramolecular pinacol coupling reactions using the Sml(2)/tetraglyme/Mg/Me2SiCl2 catalytic system.

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页码：1919 / 1922

页数：4

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