Title of article
A highly stereo-divergent Mannich-type reaction catalyzed by Brّnsted acid in aqueous media
Author/Authors
Akiyama، نويسنده , , Takahiko and Takaya، نويسنده , , Jun and Kagoshima، نويسنده , , Hirotaka، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
4025
To page
4028
Abstract
anti And syn stereoselectivity on the HBF4-catalyzed Mannich-type reaction of ketene silyl acetal derived from α-oxy esters with aldimines were investigated. Whereas use of ketene silyl acetal derived from aryl ester in aqueous 2-propanol gave anti β-amino-α-siloxy ester with excellent stereoselectivity, use of ketene silyl acetal derived from methyl ester in water in the presence of sodium dodecyl sulfate gave the syn isomer preferentially.
Keywords
Brّnsted acid , diastereoselectivity , Mannich-type reactions , Schiff bases , water
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1645211
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