ANGULAR HYDROXYMETHYLATION OF FUNCTIONALIZED DECALIN SYSTEMS

被引:19
作者
CHAN, TH
SCHWERDTFEGER, AE
机构
[1] Department of Chemistry, McGill University, Montreal, Quebec
关键词
D O I
10.1021/jo00010a023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized beta-dicarbonyl bicyclic compounds 5 and 17 were hydroxymethylated at the angular position as the (benzyloxy)methoxy derivatives with diisopropylethylamine (DIPEA) and benzyl chloromethyl ether in the presence of paraformaldehyde. The stereochemistry of cis-8a-[[(benzyloxy)methoxy]methyl]-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione (12) was confirmed by X-ray analysis of the ethylene ketal 16.
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页码:3294 / 3298
页数:5
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