A general strategy for the diastereoselective synthesis of 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans

被引:23
作者
Aldous, DJ
Dalençon, AJ
Steel, PG
机构
[1] Univ Durham, Dept Chem, Durham DH1 3LE, England
[2] Aventis Pharma Inc, Bridgewater, NJ 08807 USA
关键词
D O I
10.1021/jo035148q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A strategy for the stereoselective synthesis of all the possible diastereoisomers of the 2,6-diaryl-3,7-dioxabicyclo-[3.3.0] octane (filrofuran) lignans from a single dihydrofuran precursor is described. The key steps involve a diastereo-controlled templated cationic cyclization followed by stereoselective reduction of the resulting methyl glycoside.
引用
收藏
页码:9159 / 9161
页数:3
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