YLIDENEBUTENOLIDE MYCOTOXINS - CONCISE SYNTHESES OF PATULIN AND NEOPATULIN FROM CARBOHYDRATE PRECURSORS

被引：32

作者：

BENNETT, M

GILL, GB

PATTENDEN, G

SHUKER, AJ

STAPLETON, A

机构：

[1] Department of Chemistry, The University

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 04期

关键词：

D O I：

10.1039/p19910000929

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conversion of arabinose 10 to the protected ketone 13 followed by Wittig condensation to 14, acid-catalysed cyclisation (to lactone 16), dehydration and deprotection provides a brief synthesis of the mycotoxic substance patulin 1, which is produced by Penicillium and Aspergillus spp. In a similar manner, the biogenetic precursor to patulin, neopatulin 8, is synthesized from lyxose 25 via the key intermediates 24, 28 and 30.

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页码：929 / 937

页数：9

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