A new synthetic approach to the polycyclic polyprenylated acylphloroglucinols

被引:41
作者
Ciochina, R [1 ]
Grossman, RB [1 ]
机构
[1] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
关键词
D O I
10.1021/ol0357907
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The three-carbon alpha,alpha'-annulation of a sterically hindered cyclic beta-keto ester can be achieved by alkynylation with 3,3-diethoxypropyne, syn reduction of the alkyne with Co-2(CO)(8) and Et3SiH, and an intramolecular aldol reaction. The method is potentially useful for the synthesis of nemorosone, hyperforin, and other polycyclic polyprenylated acylphloroglucinols.
引用
收藏
页码:4619 / 4621
页数:3
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