New general synthesis of medium ring-lactones via a regioselective β-scission of alkoxyl radicals generated from catacondensed lactols

H Suginome, S Yamada

Index: Suginome, Hiroshi; Yamada, Shinji Tetrahedron, 1987 , vol. 43, # 15 p. 3371 - 3386

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Citation Number: 45

Abstract

We describe a new general method for the synthesis of medium-sized lactones based on ring-enlargement via a regioselective β-scission of alkoxyl radicals generated by photolysis from the hypoiodites of several catacondensed lactols. The syntheses of 9-membered lactones from 6 5 fused lactols, 10-membered lactones including a naturally occurring lactone, phoracantholide I, from 6 6 or 7 5 fused lactols, and 11-membered lactones from ...