ASYMMETRIC HYDROFORMYLATION OF N-ACYL 1-AMINOACRYLIC ACID-DERIVATIVES BY RHODIUM/CHIRAL DIPHOSPHINE CATALYSTS

被引：56

作者：

GLADIALI, S

PINNA, L

机构：

[1] Dipartimento di Chimica, Universita di Sassari, 1-07100 Sassari

来源：

TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(00)86114-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The asymmetric hydroformylation of N-acylaminoacrylic acid esters 1 is efficiently catalysed by HRh(CO)(PPh3)3 in the presence of DIOP and related diphosphines as chiral ligands. The reaction is completely regioselective and affords in high yield the more branched aldehyde with the formyl group linked to a quaternary stereocenter. Irrespective of the structure of 1, preferential insertion of carbon monoxide always occurs onto the Re face of the substrate giving the (R)-antipodes in up to 60% enantioselectivity. Due to self enrichment during crystallisation, aldehyde 2b is readily isolated in 70-75% e.e.

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页码：623 / 632

页数：10

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