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Regiospecific formation of alkylidene-1,2-oxasiletane

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
29
Issue
37
Identifiers
DOI: 10.1016/s0040-4039(00)80597-3

Abstract

Abstract A new type of 1,2-oxasiletane, alkylidene-1,2-oxasiletane was prepared by oxidation of alkylidenesilirane. Reaction of 1,1-dimesityl-2- Z -neopentylidenesilirane with cyclohexyldimethylamine N-oxide and diphenyl sulfoxide regiospecifically gave 2,2-dimesityl-3- Z -neopentylidene-1,2-oxasiletane (44 %) and 4- Z -isomer (70 %), respectively. Both oxasiletanes were thermally stable not to undergo a retro [2+2] reaction.

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