Tetrahedron

A new route to γ-substituted γ-lactones and δ-substituted δ-lactones based on the regioselective β-scission of alkoxyl radicals generated from transannular …

K Kobayashi, A Sasaki, Y Kanno, H Suginome

Index: Kobayashi, Kazuhiro; Sasaki, Akiyoshi; Kanno, Yoshikazu; Suginome, Hiroshi Tetrahedron, 1991 , vol. 47, # 35 p. 7245 - 7258

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Citation Number: 17

Abstract

A new general synthesis of γ-substituted γ-lactones and δ-substituted δ-lactones including dihydro-5-octyl-2 (3H)-furanone, a natural pheromone, is described. The synthesis involves the regioselective β-scission of alkoxyl radicals generated from transannular hemiacetals as the key step.