An elegant synthesis of some naturally occurring linear acetylchromenes: eupatoriochromene, methyleupatoriochromene (encecalin); evodionol and methylevodionol

VK Ahluwalia, C Prakash, R Gupta

Index: Ahluwalia, V. K.; Prakash, Chandra; Gupta, Ranjna Tetrahedron, 1982 , vol. 38, # 5 p. 609 - 611

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Citation Number: 6

Abstract

An elegant synthesis of linear acetylchromenes, viz eupatoriochromene, methyleupatoriochromene (encecalin), evodionol and methlevodionol, has been achieved by blocking the reactive position position C-3 of the appropriate ketones with an iodo group, prenylation with 3-chloro-3-methylbut-1-yne and subsequent cyclisation. Regiospecific introduction of C-prenyl group in the less reactive C-5 has been achieved by the reaction ...