Synthesis and conjugate additions of 2,3,4,9-tetrahydro-1H-xanthene-1,9-diones

被引：40
作者：
Gabbutt, CD
Hepworth, JD
Urquhart, MWJ
deMiguel, LMV
机构：
[1] UNIV CENT LANCASHIRE,DEPT CHEM,PRESTON PR1 2HE,LANCS,ENGLAND
[2] UNIV EXTREMADURA,DEPT QUIM ORGAN,E-06071 BADAJOZ,SPAIN
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 12期
关键词：
D O I：
10.1039/a700375g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient two step procedure for the synthesis of 2,3,4,9-tetrahydro-1H-xanthene-1,9-dione is described. A study of their conjugate additions has shown them to be efficient Michael accepters. Reaction of 2,3,4,9-tetrahydro-1H-xanthene-1,9-dione with tris(methylthio)methyllithium, followed by mercury(II) catalysed methanolysis, gave methyl 1-hydroxy-9-oxo-3,4,4a,9-tetrahydro-2N-xanthene-4a-carboxylate, the nucleus of the secalonic acids and other natural products.
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页码：1819 / 1824
页数：6
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