A new tris-annulation reagent prepared from a butadiene telomer, and its application to steroid synthesis

J Tsuji, Y Kobayashi, T Takahashi

Index: Tsuji, Jiro; Kobayashi, Yuichi; Takahashi, Takashi Tetrahedron Letters, 1980 , vol. 21, p. 483 - 486

Full Text: HTML

Citation Number: 28

Abstract

Abstract Reaction of 1, 7-octadien-3-one with dimethyl malonate, followed by the reduction of the ketone produced dimethyl (3-hydroxy-7-octenyl) malonate, which was converted to 9- decen-5-olide after hydrolysis and decarboxylation. Reaction of vinylmagnesium chloride with the lactone and the subsequent acylation afforded 7-acetoxy-1, 11-dodecadien-3-one. This is a new tris-annulation reagent.(±)-D-homo-19-norandrosta-4-en-3-one was ...