Title of article
Electronic effect on the regioselectivity in the ring opening of para-substituted phenyloxiranes by acetylides
Author/Authors
Shindo، نويسنده , , Mitsuru and Sugioka، نويسنده , , Tomoyuki and Shishido، نويسنده , , Kozo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
9265
To page
9268
Abstract
The electronic effect on the regioselectivity in the alkynylation of phenyloxiranes was investigated using three kinds of metal acetylides. BF3 mediated lithium acetylide provided either the α- or β-alkynylated products by controlling the effect of the para-substituents of the phenyloxiranes. LiClO4 mediated lithium acetylide and titanium acetylide, on the other hand, afforded predominantly the β- and α-products, respectively.
Keywords
Lewis acid , Electronic effect , Oxirane , Alkynylation , regioselectivity
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1844150
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