7, 8-Cis Geometric Isomers of the Steroid Hormone 1. alpha., 25-Dihydroxyvitamin D3
EM VanAlstyne, AW Norman…
Index: VanAlstyne, Ellen M.; Norman, Anthony W.; Okamura, William H. Journal of the American Chemical Society, 1994 , vol. 116, # 14 p. 6207 - 6216
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Citation Number: 31
Abstract
Abstract: The syntheses of the previously unknown, sterically hindered geometric isomers 3 and 4 of the steroid hormone la, 25-dihydroxyvitamin D3 (1, 1, 25) have been achieved for the first time. The stereoselectivesynthesis of thevinylallene precursor 23a was achieved by the Inanaga method, Pd (O) Sm (II)-iPrOH reduction of propargyl benzoate 33. The latter observation reveals that the Inanaga propargyl ester to allene transformation is in fact ...
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