The fluorenone imines of glycine esters and their phosphonic acid analogues

被引：85

作者：

Kobayashi, Shu ^{[1
,2
]}

Yazaki, Ryo ^{[1
,2
]}

Seki, Kazutaka ^{[1
,2
]}

Yamashita, Yasuhiro ^{[1
,2
]}

机构：

[1] Univ Tokyo, Dept Chem, Sch Sci, HFRE Div,ERATO,JST,Bunkyo Ku, Tokyo 1130033, Japan

[2] Univ Tokyo, Grad Sch Pharmaceut Sci, HFRE Div, ERATO,JST,Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 30期

关键词：

amino acids; asymmetric catalysis; C-C coupling; glycine esters; Mannich reaction;

D O I：

10.1002/anie.200801322

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Much more reactive than the corresponding benzophenone imines, which have often been used in the synthesis of α-amino acids, the title compounds undergo Mannich-type reactions with imines in the presence of a catalytic amount of a base to afford α,β-diamino acid and α,β-diaminophosphonic acid derivatives with high syn diastereoselectivity (see scheme). An asymmetric version of the reaction is also described. Boc = tert-butoxycarbonyl. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：5613 / 5615

页数：3

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