In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination

被引：22

作者：

Berkowitz, DB ^{[1
]}

Shen, WJ ^{[1
]}

Maiti, G ^{[1
]}

机构：

[1] Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 18期

关键词：

D O I：

10.1016/j.tetasy.2004.06.052

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An in situ enzymatic screening (ISES) approach to rapid catalyst evaluation recently pointed to Ni(0) as a new candidate transition metal for intramolecular allylic amination. This led to further exploration of chiral bidentate phosphine ligands for such transformations. Herein, a variety of P,N-ligands are examined for this Ni(0)-chemistry, using a model reaction leading into the vinylglycinol scaffold. On the one hand, an N,N-bis(2-diphenylphosphinoethyl)alkylamine ('PNP') ligand proved to be the fastest ligand yet seen for this Ni(0)-transformation. On the other, phosphinooxazoline (PHOX) ligands of the Pfaltz-Helmchen-Williams variety gave the highest enantioselectivities (up to 51% ee) among P,N-ligands examined. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2845 / 2851

页数：7

共 82 条

[1] EMDee: An enzymatic method for determining enantiomeric excess [J].