立体控制合成外向-1-乙炔基-3-二苯叔丁硅氧基双环[3.1.0]已烷

The Stereocontrolled Synthesis of 1-Acetylen yl -3- tert -Butyldiphenylsilyloxy -exo -Bicyclo [3.1.0] Hexane

目的 寻找更有效的 ,可用于工业化生产的 19-失碳 - 1α,2 5 -二羟基维生素 D3 ( 2 )的 A环合成子( - ) -外向 - 1-乙炔基 - 3-二苯叔丁硅氧基双环 [3.1.0 ]已烷 ( 3)的合成方法。方法 以 3-环戊烯 - 1-醇 ( 4)为原料 ,经 9步反应 ,以总收率 2 0 %合成了 (± ) ( 3)。结果 该方法实验操作简单、收率高 ,其光谱数据与我们早期报道的 ( - ) ( 3)一致 ,为进一步合成 ( - ) ( 3)打下了基础。结论 该方法是一个较好的合成 (± ) ( 3)

Objective In order to find out more effective met hod for the synth esis of the A ring synthon, ( ) 1 acetylenyl 3 tert butyldiphenylsily lo xy exo b icyclo [3.1.0] hexane (3), for 19 nor 1α,25 dihydro xyvitamin D 3 (2 )with commercial value. Methods We synthesized the A ring synt hon (±)(3) via nine steps with good yield starting from 3 cyclopentenyl alcoho l(4). Results The spectral data of compound (±)(3) is the same as the spectral data of ( )(3) which reported preciously by us. Conclu sion The method is an effective method for synthesis of the A ring syn thon (3).