Expeditious Total Syntheses of Natural Allenic Products via Aromatic Ring Umpolung

被引:59
|
作者
Sabot, Cyrille [1 ]
Berard, Didier [1 ]
Canesi, Sylvain [1 ]
机构
[1] Univ Quebec, Lab Methodol & Synth Produits Nat, Montreal, PQ H3C 3P8, Canada
关键词
D O I
10.1021/ol801921d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Concise diastereoselective syntheses of the marine (+/-)-panacene and terrestrial (+/-)-desbromopanacene have been achieved in a few steps based on a concept of "aromatic ring umpolung". The synthetic avenue to the (+/-)-panacene involved a novel oxymercuration strategy to produce the correct configuration of the bromoallene moiety.
引用
收藏
页码:4629 / 4632
页数:4
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