Tetrahedron

The total synthesis and anti-fertility activity of 6-silasteroids

CG Pitt, AE Friedman, D Rector, MC Wani

Index: Pitt; Friedman; Rector; Wani Tetrahedron, 1975 , vol. 31, # 19 p. 2369 - 2377

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Citation Number: 9

Abstract

4, 4-Dimethyl-6-methoxy-4-sila-1-tetralone (2) was prepared by a modified literature procedure and converted to 3-methoxy-6, 6-dimethyl-6-silaestra-1, 3, 5 (10), 8, 14-pentaen- 17β-yl acetate (5c). Catalytic hydrogenation of 5c gave 3-methoxy-6, 6-dimethyl-6-silaestra- 1, 3, 5 (10), 8-tetraen-17β-yl acetate (6b), and its 14-iso-and Δ1, 3, 5 (10), 8 (14) isomers, the proportions varying with the catalyst and solvent. Reduction of 6b with lithium-liquid ...