Tetrahedron Letters

An electrochemical chlorinative ene-type reaction of isoprenoids

S Torii, K Uneyama, T Nakai, T Yasuda

Index: Torii, Sigeru; Uneyama, Kenji; Nakai, Toshiyuki; Yasuda, Tsuneo Tetrahedron Letters, 1981 , vol. 22, # 24 p. 2291 - 2294

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Citation Number: 36

Abstract

Abstract The chlorinative ene-type reaction of isoprenoids (1→ 2) has been performed by electrolysis in CH 2 Cl 2-H 2 O-NaCl system. The reaction provides useful allylic chlorides 2 for terpene synthesis in high yields and is affected strikingly by the nature of halide ions and solvents. dl-Theaspirane 21 was prepared from α-dihydroionol via the electrolysis.