Title of article
Synthetic utility of bowl-shaped tris(2,6-diphenyl-benzyl)silyl glyoxylate as a stable glyoxylate: application to highly diastereoselective aldol reactions
Author/Authors
Shirakawa، نويسنده , , Seiji and Maruoka، نويسنده , , Keiji، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
4
From page
281
To page
284
Abstract
A stable glyoxylate can be successfully applied to both syn- and anti-selective aldol reactions by using two different kinds of ordinary Lewis acids. Thus, treatment of bowl-shaped tris(2,6-diphenylbenzyl)silyl glyoxylate 1 with enol silyl ether under the influence of BF3·OEt2 gave syn-aldol product, while the use of TiCl4 afforded anti-aldol product with >97% selectivity.
Keywords
Enol silyl ether , diastereoselectivity , aldol reaction , glyoxylate
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1659977
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