Silicon- and Tin-Based Cuprates: Now Catalytic in Copper!

被引：66
作者：
Weickgenannt, Andreas [1 ]
Oestreich, Martin [1 ]
机构：
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 02期
关键词：
allylic substitution; catalysis; conjugate addition; copper; main group elements; zinc; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; SIMPLE MONOSILYLCOPPER REAGENT; CONJUGATE SILYL TRANSFER; ALPHA-BETA-UNSATURATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; ORGANIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; BIS(TRIORGANOSILYL) ZINCS; STEREOSPECIFIC SYNTHESIS;
D O I：
10.1002/chem.200902222
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Silicon- and tin-containing molecules are versatile building blocks in organic synthesis. A stalwart method for their preparation relies on the stoichiometric use of silicon- and tin-based cuprates, although a few copper(I)-catalyzed or even copper-free protocols have been known for decades. In this Concept, we describe our efforts towards copper(l)-catalyzed carbon-silicon and also carbon-tin bond formations using soft bis-(triorganosilyl) and bis(triorganostannyl) zinc reagents as powerful sources of nucleophilic silicon and tin. Conjugate addition, allylic substitution, and carbon-carbon multiple bond functionalization is now catalytic in copper!
引用
收藏
页码：402 / 412
页数：11
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