Title of article
Synthesis of alkyl and aryl C-pyranosides using organozinc reagents via a Ferrier-type rearrangement
Author/Authors
Song Xue، نويسنده , , Lin He، نويسنده , , Kai-Zhen Han، نويسنده , , Xiaoqi Zheng، نويسنده , , Qing-xiang Guo، نويسنده ,
Issue Information
دوهفته نامه با شماره پیاپی سال 2005
Pages
5
From page
303
To page
307
Abstract
The reaction of 1,2-dihydropyranyl acetates with dimethylzinc, diethylzinc and diphenylzinc in the presence of CF3COOH gave the corresponding alky and aryl C-pyranosides via a Ferrier rearrangement in excellent yields. Use of the organozinc species, CF3CO2ZnPh, reacted with high stereoselectivity to give the phenyl C-glycosides. Arylzinc chlorides could also be successfully applied to this reaction in the presence of BF3·OEt2.
Keywords
Alkyl and aryl C-pyranosides , Organozinc reagents , Ferrier rearrangement
Journal title
Carbohydrate Research
Serial Year
2005
Journal title
Carbohydrate Research
Record number
964306
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