TOTAL SYNTHESIS OF (+/-)-CITREOVIRAL, BASED ON A BIOGENETIC MODEL, AND FORMAL SYNTHESIS OF (+/-)-CITREOVIRIDIN

被引:12
作者
BOWDEN, MC [1 ]
PATEL, P [1 ]
PATTENDEN, G [1 ]
机构
[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 08期
关键词
D O I
10.1039/p19910001947
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of (+/-)-citreoviral, which co-occurs with citreoviridin, citreoviridinol, and citreodiol in Penicillium citreoviride, is described. The synthesis is based on a biogenetic model, and has as a key feature the elaboration of the dihydroxytetrahydrofuranyl ring portion 10 by an acid-catalysed cyclisation of the central epoxy alcohol intermediate 9 which is derived in ten steps from methyl tiglate.
引用
收藏
页码:1947 / 1950
页数:4
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