ENDO SELECTIVE CYCLIZATIONS OF SELENONIUM ION INTERMEDIATE - EFFICIENT FORMATION OF 1-HALO-3-SELENO-CYCLOHEXANES

Selenoacetal 1 was cyclized with tin(IV) chloride in the 6-Endo-Trig mode to give 1-chloro-3-methylselenocyclohexanes (2a,b) regio- and stereoselectively. Bromo- or iodocyclohexane derivatives were afforded by use of tin(IV) bromide or titanium(IV) iodide, respectively.

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Bibliographic Details
Published inTetrahedron letters Vol. 32; no. 1; pp. 105 - 108
Main Authors KATAOKA, T, YOSHIMATSU, M, SHIMIZU, H, HORI, M
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.01.1991
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Summary:Selenoacetal 1 was cyclized with tin(IV) chloride in the 6-Endo-Trig mode to give 1-chloro-3-methylselenocyclohexanes (2a,b) regio- and stereoselectively. Bromo- or iodocyclohexane derivatives were afforded by use of tin(IV) bromide or titanium(IV) iodide, respectively.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)71230-5