Enamine catalysis in the synthesis of chiral structural analogues of gem-bisphosphonates known to be biologically active

被引：28

作者：

Barros, Maria Teresa ^{[1
]}

Phillips, Ana Maria Faisca ^{[1
]}

机构：

[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, CQFB REQUIMTE, Dept Chem, P-2829516 Caparica, Portugal

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 15期

关键词：

gem-bisphosphonates; organocatalysis; asymmetric synthesis; Michael addition; ketones;

D O I：

10.1002/ejoc.200800170

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of chiral gamma-keto bisphosphonates is described. Michael addition of cyclic ketones to vinyl gem-bisphosphonate catalyzed by 0.1 mol equiv. (S)-(+)-1-(2-pyrrolidinyl)-pyrrolidine and benzoic acid gave the products in yields of up to 86%, dr (cis/trans) > 1:99 and ee of up to 99 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

页码：2525 / 2529

页数：5

共 42 条

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