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.
引用
收藏
页码:929 / 937
页数:9
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