Title of article
Regioselective ring opening of alkylidenecyclopropanone silyl acetals
Author/Authors
Fujita، نويسنده , , Morifumi and Fujiwara، نويسنده , , Koji and Mouri، نويسنده , , Hiroshi and Kazekami، نويسنده , , Yutaka and Okuyama، نويسنده , , Tadashi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
8023
To page
8026
Abstract
Alkylidenecyclopropanone silyl acetals are readily available from the reaction of an alkylidenemethyliodonium salt and ketene silyl acetals in the presence of triethylamine. The three different C–C bonds of the cyclopropane ring can be selectively cleaved with HCl, Lewis acid, or fluoride. The alkylideneallyl cation formed via the cleavage of C2–C3 bond with Lewis acids shows further selectivity in reacting with a nucleophile.
Keywords
alkylidenecarbene , Iodonium salt , allyl cation , alkylidenecyclopropane
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1843636
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