On the use of phosphoramidite ligands in copper-catalyzed asymmetric transformations with trialkylaluminum reagents

被引：63

作者：

Bournaud, Chloee

Falciola, Caroline

Lecourt, Thomas

Rosset, Stephane

Alexakis, Alexandre

Micouin, Laurent

机构：

[1] Univ Paris 05, Fac Sci Pharmaceut & Biol, CNRS, UMR 8638,Lab Chim Therapeut, F-75270 Paris 06, France

[2] Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 16期

关键词：

D O I：

10.1021/ol061471e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphoramidites based on BINOL readily react with trimethylaluminum in "noncoordinating" solvents, leading to the corresponding aminophosphine which is the real ligand in copper-catalyzed asymmetric transformations. This artifact explains the experimental differences in the asymmetric ring opening of meso bicyclic hydrazines using dialkylzinc or trialkylaluminum reagents as nucleophiles.

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页码：3581 / 3584

页数：4

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