A new chiral at metal catalyst for enantioselective Diels-Alder reactions: Observation of isomeric intermediates

被引：55

作者：

Faller, JW ^{[1
]}

Grimmond, BJ ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANOMETALLICS | 2001年 / 20卷 / 12期

关键词：

D O I：

10.1021/om0010767

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The chiral at metal complex [CyRuCl(R)-QUINAP] SbF6, 1, was prepared from (CyRuCl2)(2), (R)-QUINAP, and AgSbF6. Characterization by H-1, P-31{H-1}, and C-13{H-1} NMR spectroscopy indicated a 5:1 mixture of diastereomers was present; single-crystal X-ray diffraction studies revealed that the major diastereomer possessed the (R-Ru, R-QUINAP) absolute configuration. The dicationic complex, which was prepared in situ when 1 was treated with 0.9 equiv of AgSbF6, catalyzed the Diels-Alder reaction of CpH and methacrolein in 99% ee at -24 degreesC.

引用

页码：2454 / 2458

页数：5

共 28 条

[11] Diastereoselectivity in chiral ruthenium complexes of bidentate bisphosphine monoxide ligands: Controlling epimerization in aldehyde complexes and 16-electron intermediates [J].