Tetrahedron letters

Reductive methylation of α-naphthyl ketones stereocontrolled synthesis of trans-octahydrophenanthrenes related to diterpenes

S Bhattacharyya, TK Karpha, B Basu, D Mukherjee

Index: Bhattacharyya, Sukanta; Karpha, Tapan K; Basu, Basudeb; Mukherjee, Debabrata Tetrahedron Letters, 1986 , vol. 27, # 43 p. 5303 - 5304

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Abstract

Summary: Reductive methylation of the tricyclic ketones 12 and 13 with lithium in liquid amonia--afforded the &y-unsaturated ketones 14 and 15 respectively which were stereoselectively converted into the corresponding A/B trans-fused ketones 16and 17--* a- Naphthyl alkyl ketones undergo Birch reduction quite readily to give a, &unsaturated ketones in good yield. We reported earlier1 metal-ammonia reduction of the ketone 5 ...