DIELS-ALDER REACTIONS WITH AN ALPHA,BETA-UNSATURATED ALDEHYDO-SUGAR - A ROUTE TO 6-OXABICYCLO[3.2.1]OCTANES

被引:8
作者
GALAN, ER [1 ]
CHAMIZO, MJ [1 ]
SERRANO, JA [1 ]
机构
[1] UNIV EXTREMADURA,FAC CIENCIAS,DEPT QUIM ORGAN,E-06071 BADAJOZ,SPAIN
关键词
D O I
10.1016/S0040-4039(00)60786-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thermal and catalytic Diels-Alder reactions of 1 with 2,3-dimethyl-1,3-butadiene gave 4-formyl-5-glycocyclohexenes 2 and 3. Absolute configurations at the new chiral centers in the addutcs are based on polarimetric correlation with known compounds. On reduction and acid treatment, the adducts 2 and 3 were converted into 6-oxabicyclo[3.2.1]octanes 13 and 15.
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收藏
页码:1811 / 1814
页数:4
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