Synthesis of heterocycles by radical cyclisation

WR Bowman, AJ Fletcher, GBS Potts

Index: Bowman; Bridge; Brookes; Cloonan; Leach Journal of the Chemical Society. Perkin Transactions 1, 2002 , vol. 2, # 1 p. 58 - 68

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Citation Number: 85

Abstract

Griseolic acid B 9, a recently discovered nucleoside, has been synthesised using a radical cyclisation as the key step in the formation of the unusual monosaccharide (Scheme 2). 26 The synthesis uses a cyclisation of a vinyl radical 6 onto an alkene. The use of vinyl radicals is surprisingly not common and can be expected to have much wider application. The intermediate vinyl radical, generated from a vinyl iodide precursor 5, undergoes the ...