Rhodium-Catalyzed Enantioselective Addition of Boronic Acids to N-Benzylnicotinate Salts

被引：89

作者：

Nadeau, Christian ^{[1
]}

Aly, Sara ^{[1
]}

Belyk, Kevin ^{[2
]}

机构：

[1] Merck Frosst Ctr Therapeut Res, Dept Proc Res, Kirkland, PQ H9H 3L1, Canada

[2] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 09期

关键词：

VIBRATIONAL CIRCULAR-DICHROISM; STEREOSELECTIVE-SYNTHESIS; REGIOSELECTIVE ADDITION; ASYMMETRIC 1,4-ADDITION; ABSOLUTE-CONFIGURATION; 1-ACYLPYRIDINIUM SALTS; ALKENYLBORONIC ACIDS; GRIGNARD-REAGENTS; PIPERIDINES; HYDROGENATION;

D O I：

10.1021/ja111540g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The highly enantioselective catalytic asymmetric addition of aryl and alkenylboronic acids to N-benzylnicotinate salt 1 is described. The dihydropyridine 2 reaction products can be converted to synthetically useful piperidines. Application of the methodology to the preparation of enantioenriched quaternary chiral centers is also discussed.

引用

页码：2878 / 2880

页数：3

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