An efficient asymmetric synthesis of tarchonanthuslactone

被引：21

作者：

Enders, D ^{[1
]}

Steinbusch, D ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 22期

关键词：

amino nitriles; asymmetric synthesis; lactones; natural products; polyketides;

D O I：

10.1002/ejoc.200300412

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and straightforward ten-step asymmetric synthesis of the polyketide tarchonanthuslactone (1) in good overall yield (21% starting from chloro lactone 5) and with excellent diastereomeric and enantiomeric excesses (de, ee greater than or equal to 96%) is described. The new synthetic route is based on the alpha,beta-unsaturated delta-lactone building block 5, available in enantiopure form (ee > 99%) through an enzymatic procedure, and its conversion into methyl ketone 11 by an Umpo-lung strategy. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 2003).

引用

页码：4450 / 4454

页数：5

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