Title of article
Acid-catalyzed reaction behavior of 1-silylcyclopropylmethanols
Author/Authors
Honda، نويسنده , , Mitsunori and Mita، نويسنده , , Takahito and Nishizawa، نويسنده , , Toshiaki and Sano، نويسنده , , Toru and Segi، نويسنده , , Masahito and Nakajima، نويسنده , , Tadashi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
4
From page
5751
To page
5754
Abstract
Treatment of 1-silylcyclopropylmethanols with TsOH in methanol gives different homoallyl ethers depending upon the configuration of substituents on cyclopropane ring and the kinds of substituents on carbinyl carbon. Especially, the reaction of cyclopropylmethanols having no substituents on the same side with silyl group on cyclopropane ring proceeds to give the corresponding E-homoallyl ethers with high stereoselectivity. The following protiodesilylation of resulting homoallyl ethers proceeds with retention of configuration.
Keywords
Cyclopropylmethanol , Homoallylic rearrangement , Trimethylsilyl group , Protiodesilylation
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1851888
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