AN EFFICIENT SYNTHESIS OF THE NAPHTHALENE SUBUNITS OF THE PROTEIN-KINASE-C INHIBITOR CALPHOSTIN-C

被引:36
作者
COLEMAN, RS
GRANT, EB
机构
关键词
D O I
10.1021/jo00004a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of bromonaphthalenes 5b-c, which represent suitably functionalized precursors to the perylenequinone ring system characteristic of the protein kinase C inhibitor calphostin C (1), is described and was based on the Diels-Alder reaction of omicron-quinol acetate 7 with 1,1,3-trioxygenated butadienes 6a-c, followed by selective, acid-promoted elimination of R3SiOH and AcOH to directly afford naphthalenes 11a-c.
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页码:1357 / 1359
页数:3
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