A NEW ROUTE TO γ-SUBSTITUTED γ-LACTONES AND δ-SUBSTITUTED δ-LACTONES BASED ON THE REGIOSELECTIVE β-SCISSION OF ALKOXY RADICALS GENERATED FROM TRANSANNULAR HEMIACETALS

DOI: 10.1016/S0040-4020(01)89727-1

Source and publish data:

Tetrahedron p. 7245 - 7258 (1991)

Update date:2022-07-30

Topics:

Authors:

Kobayashi, Kazuhiro

Sasaki, Akiyoshi

Kanno, Yoshikazu

Suginome, Hiroshi

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Article abstract of DOI:10.1016/S0040-4020(01)89727-1

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 alkoxy radicals generated from transannular hemiacetals as the key step. Key Words: γ-Lactones; δ-Lactones; Mercury(II) Oxide-Iodine Reagent; Photolysis; β-Scission of Alkoxyl Radicals

Full text of DOI:10.1016/S0040-4020(01)89727-1

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