Title of article
Diastereoselective conjugate addition of 1-(α,β-unsaturated acyl)hydantoin with nucleophiles
Author/Authors
Yamaguchi، نويسنده , , Jun-ichi and Harada، نويسنده , , Masakazu and Narushima، نويسنده , , Takao and Saitoh، نويسنده , , Asumi and Nozaki، نويسنده , , Kanako and Suyama، نويسنده , , Takayuki، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
5
From page
6411
To page
6415
Abstract
A diastereomeric conjugate addition of dialkylaluminum chloride to 1-(α,β-unsaturated acyl)hydantoin provided the corresponding alkyl adduct with inducted chirality in the β-position. Treatment of 1-(α,β-unsaturated acyl)hydantoin with Gilman reagent in the presence of Lewis acid also gave the same product. In this reaction, diethylaluminum chloride was the most effective Lewis acid and the absolute configuration of the major adduct at the β-position of acyl group depended on the kinds of existing metals.
Keywords
Hydantoin , chiral auxiliary , Alkylaluminum , Alkylcuprate , asymmetric addition , conjugate addition
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1846641
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