α-oxymethyl ketone enolates for the asymmetric mannich reaction.: From acetylene and N-alkoxycarbonylimines to β-amino acids

被引：0

作者：

Palomo, C

Oiarbide, M

González-Rego, MC

Sharma, AK

García, JM

González, A

Landa, C

Linden, A

机构：

[1] Univ Basque Country, Fac Quim, Dept Quim Organ, San Sebastian 20080, Spain

[2] Univ Publ Navarra, Dept Quim Aplicada, Pamplona 31006, Spain

[3] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2000年 / 39卷 / 06期

关键词：

amino acids; asymmetric synthesis; enolates; Mannich reactions;

D O I：

10.1002/(SICI)1521-3773(20000317)39:6<1063::AID-ANIE1063>3.0.CO;2-Y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The insufficient diastereoselectivity and generality, which are the main problems of the 'acetate' aza - aldol reaction, can now be addressed through the reaction of the lithium enolate of endo-O-trimethylsilyl acetyl isoborneol with various N[(p-tolylsulfonyl)alkyl] carbamates (see scheme). This development provides record levels of asymmetric induction in a new Mannich-type synthesis of β-amino acids which is general even for inherently enolizable imino compounds.

引用

页码：1063 / +

页数：4

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