Tetrahedron letters

Total synthesis of d, 1-megaphone

PA Zoretic, C Bhakta, RH Khan

Index: Zoretic, P. A.; Bhakta, C.; Khan, R. H. Tetrahedron Letters, 1983 , vol. 24, # 11 p. 1125 - 1128

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Citation Number: 7

Abstract

_* Kinetic alkylation of the lithium enolate of 3-alkoxycyclohexenone bromoacetate in THF at- 78'C afforded ester 2 (70%). Acid hydrolysis of A4 with methyl the enol ether moiety in (2) gave dione 5 (97%, mp 81-81.5 OC). Reaction of (6) with oxalyl chloride5-yielded the vinyl chloride 1 (84%). Dehalogenation 5 of the vinyl chloride was effected smoothly by reaction of (7) with a zinc-silver couple to afford the desired enone 8 (80%). _ _ Ketalization of ...