On the paradox of TiCl4 reducing power:: pinacol coupling and two-carbon homologation of carbonyl compounds

被引：11

作者：

Clerici, A ^{[1
]}

Pastori, N ^{[1
]}

Porta, O ^{[1
]}

机构：

[1] Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 09期

关键词：

titanium tetrachloride; DIPEA; electron transfer; pinacol; coupling; carbon homologation;

D O I：

10.1016/j.tetlet.2004.01.025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

TiCl4/DIPEA/CH2Cl2 reducing system promotes pinacol coupling and/or reduction to alcohol of aromatic aldehydes and carbonyl compounds activated towards reduction by an electron withdrawing group. In addition, bis homologation of these substrates is observed. An inner-sphere electron transfer from TiCl4 to DIPEA accounts for the products distribution. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1825 / 1827

页数：3

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