Tetrahedron letters

A versatile new strategy for the synthesis of tropolones

MG Banwell, R Onrust

Index: Banwell, Martin G.; Onrust, Rene Tetrahedron Letters, 1985 , vol. 26, # 37 p. 4543 - 4546

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Citation Number: 28

Abstract

Abstract Swern-type oxidation of various 7-halogenobicyclo [4.1. 0] heptane-2, 3-or-3, 4- diols affords the corresponding bicyclic diketones which undergo in situ ring expansion and loss of hydrogen halide to give α-tropolones in high yield. The quantitative conversion of the isolable 1, 4-diketone 26 into the γ-tropolone acetate 27 has been achieved.

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