Tetrahedron Letters

Application of the BHQ benzannulation reaction to the synthesis of benzo-fused coumarins

JA Bull, C Luján, MG Hutchings, P Quayle

Index: Bull, James A.; Lujan, Cristina; Hutchings, Michael G.; Quayle, Peter Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3617 - 3620

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Citation Number: 7

Abstract

A new approach to the synthesis of the 6H-benzo [d] naphtha [1, 2-b] pyran-6-one ring system present in the gilvocarcin family of antibiotics is described. The key feature of this approach is the application of a new benzannulation strategy (the 'BHQ Reaction') whereby readily available ortho-allylaryl trichloroacetates are transformed into naphthalene derivatives via a cascade of reactions involving an initial ATRC reaction followed by the ...