Combined epimerisation and acylation: Meerwein-Ponndorf-Verley-Oppenauer catalysts in action

被引：31

作者：

Klomp, D ^{[1
]}

Djanashvili, K ^{[1
]}

Svennum, NC ^{[1
]}

Chantapariyavat, N ^{[1
]}

Wong, CS ^{[1
]}

Vilela, F ^{[1
]}

Maschmeyer, T ^{[1
]}

Peters, JA ^{[1
]}

Hanefeld, U ^{[1
]}

机构：

[1] Delft Univ Technol, NL-2628 BL Delft, Netherlands

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 03期

关键词：

D O I：

10.1039/b413944e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical racemisation-epimerisation method for chiral secondary alcohols has been developed. Meerwein-Ponndorf-Verley-Oppenauer catalysts such as neodymium(III) isopropoxide are able to racemise these alcohols with retention of other stereocentres in the molecule. This is particularly useful for the recycling of the undesired products of kinetic resolutions of alcohols. By combination of such a racemisation with an acylation using isopropenyl or ethoxyvinyl esters as acyl donors, a fast straightforward recycling of starting materials may be achieved. The combined epimerisation and acylation process is demonstrated for the steroid estradiol methyl ether.

引用

页码：483 / 489

页数：7

共 33 条

[1]

[Anonymous], [No title captured]

[2] Catalytic Meerwein-Pondorf-Verley reduction by simple aluminum complexes [J].