Direct catalytic enantioselective mannich reactions:: Synthesis of protected anti-α,β-diamino acids

被引：115

作者：

Cutting, Gary A.

Stainforth, Nikki E.

John, Matthew P.

Kociok-Koehn, Gabriele

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[3] GlaxoSmithKline, Chem Dev Div, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 35期

关键词：

D O I：

10.1021/ja073473f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Anti-configured protected alpha,beta diamino acids are prepared with up to 99% ee using a direct catalytic enantioselective Mannich reaction. A catalyst system incorporating a chiral bis (oxazoline) ligand, Mg(ClO4)(2) and HOnigs base, promotes the addition of an isothiocyanate-substituted imide to a variety of aryl-, heteroaryl-, alkenyl-, and alkyl-derived imines. Conversion of the products to their i Pr-ester derivatives allows epimerization to the syn -diastereomers.

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页码：10632 / +

页数：3

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