PHOSPHORUS YLIDE CHEMISTRY INVESTIGATED FOR DIHYDROTACHYSTEROL(2) METABOLITE SIDE-CHAIN SYNTHESIS - THE WITTIG APPROACH

被引:10
作者
HANEKAMP, JC [1 ]
ROOKHUIZEN, RB [1 ]
BOS, HJT [1 ]
BRANDSMA, L [1 ]
机构
[1] UNIV HOSP UTRECHT,DEPT INTERNAL MED,3584 CX UTRECHT,NETHERLANDS
关键词
D O I
10.1016/S0040-4020(01)90124-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The behaviour of the gamma-oxido ylide of R-(3-hydroxy-2,3-dimethylbutyl)triphenylphosphonium iodide 4, to be used in the 25-hydroxylated DHT2 side-chain synthesis, was studied. The synthesis of the chiral phosponium salt 4 was done in an overall yield of 73%. Condensation of the ylide with benzaldehyde afforded the E olefin 11 in a 70% yield; no Z isomer was detected. Furthermore, some other useful phosphonium salts were synthesised.
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页码:5151 / 5162
页数:12
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