STEREOCONTROLLED SYNTHESIS OF A TRIHYDROXYLATED A RING AS AN IMMEDIATE PRECURSOR TO 1-ALPHA,2-ALPHA,25-TRIHYDROXYVITAMIN-D3

被引:28
作者
POSNER, GH
NELSON, TD
机构
[1] Department of Chemistry, The Johns Hopkins University, Baltimore
关键词
D O I
10.1021/jo00014a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Bromo-2-pyrone (1) was coaxed into inverse-electron-demand Diels-Alder cycloaddition with dioxole 2 under sufficiently mild thermal conditions to allow isolation of functionally and stereochemically rich bicycloadduct endo-3 that was transformed into trihydroxylated A-ring allylic phosphine oxide as an immediate precursor to 1-alpha,2-alpha,25-trihydroxyvitamin D3.
引用
收藏
页码:4339 / 4341
页数:3
相关论文
共 41 条