Diastereoselective palladium(0)-catalyzed azidation of 1-alkenylcyclopropyl esters:: asymmetric synthesis of (-)-(1R,2S)-norcoronamic acid

被引：37

作者：

Atlan, V

Racouchot, S

Rubin, M

Bremer, C

Ollivier, J

de Meijere, A

Salaün, J

机构：

[1] Univ Paris Sud, Inst Chim Mol Orsay, Lab Carbocycles, CNRS, F-91405 Orsay, France

[2] Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(98)00107-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Palladium(0)-catalyzed azidation of (1R,2S)-1-(1-alkenyl)2-methylcyclopropyl esters 10a,b proceeds with complete retention of configuration to provide, after reduction of the azide and oxidative cleavage of the allylic double bond, the (1R,2S)-norcoronamic acid 22 (>99% e.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1131 / 1135

页数：5

共 28 条

[1]

ALAMI A, 1993, B SOC CHIM FR, V130, P5

[2]

[Anonymous], 1985, Org. Synth

[3] REGIOSELECTIVE PALLADIUM(0) CATALYZED AZIDATION AND AMINATION OF 1-ALKENYLCYCLOPROPYL ESTERS - A NEW ROUTE TO 2,3-METHANOAMINO ACIDS [J].