Nucleophilic Addition of Potassium Alkynyltrifluoroborates to D-Glucal Mediated by BF3 center dot OEt2: Highly Stereoselective Synthesis of alpha-C-glycosides

Vieira, Adriano S.; Fiorante, Pedro F.; Hough, Thomas L. S.; Ferreira, Fernando P.; Ludtke, Diogo S.; Stefani, Helio A.

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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Nucleophilic Addition of Potassium Alkynyltrifluoroborates to D-Glucal Mediated by BF3 center dot OEt2: Highly Stereoselective Synthesis of alpha-C-glycosides

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Author(s):	Vieira, Adriano S. ^[1] ; Fiorante, Pedro F. ^[1] ; Hough, Thomas L. S. ^[1] ; Ferreira, Fernando P. ^[2] ; Ludtke, Diogo S. ^[1] ; Stefani, Helio A. ^{[2, 1]} Total Authors: 6
Affiliation:	^[1] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-580 Sao Paulo - Brazil ^[2] Univ Fed Sao Paulo, Dept Biofis, Sao Paulo, SP - Brazil Total Affiliations: 2
Document type:	Journal article
Source:	ORGANIC LETTERS; v. 10, n. 22, p. 5215-5218, NOV 20 2008.
Web of Science Citations:	61
Abstract
A convenient, mild and highly stereoselective method for C-glycosidation (alkynylation) of D-glucal with various potassium alkynyltrifluoroborates, mediated by BF(3)center dot OEt(2) and involving oxonium intermediates, preferentially provides the alpha-acetylene glycoside products with good yields. (AU)

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