ARYLLEAD TRIACETATES AS SYNTHONS FOR THE SYNTHESIS OF BIFLAVONOIDS .1. SYNTHESIS AND REACTIVITY OF A FLAVANONYLLEAD TRIACETATE

被引:7
作者
DONNELLY, DMX [1 ]
FITZPATRICK, BM [1 ]
FINET, JP [1 ]
机构
[1] UNIV AIX MARSEILLE 1,CTR ST JEROME,SREP RADICAUX LIBRES & SYNTH LAB,CNRS,URA 1412,F-13397 MARSEILLE 20,FRANCE
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 13期
关键词
D O I
10.1039/p19940001791
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 8-triacetoxyplumbylflavane derivative 11 was prepared in 4 steps in 28% overall yield from 4',5,7-flavanone. It reacted with the benzofuranone allyl beta-keto ester 12 to yield a 8-(benzofuran-2-yl)flavanone 13 in 66%. Removal of the allyl ester group and cleavage of the dioxolane ring afforded the 8-(3-oxobenzofuran-2-yl)flavanone. This reaction shows that complex polyfunctional aryllead triacetates can be made and selectively coupled with activated ketones.
引用
收藏
页码:1791 / 1795
页数:5
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