The synthetic utility of the Wittig-Horner reaction in the synthesis of C-glycosides is illustrated by the preparation of the α-and β-glycosyl acetates of the 2,3,4,6-tetra-O-benzyl-D-mannopyranose and of the 2,3,4,6-tetra-O-benzylglucopyranose. A partial epimerization of the C-2 carbon of the starting protected carbohydrate is observed.
The Wittig-Horner reaction on 2,3,4,6-tetra-O-benzyl-D-mannopyranose and 2,3,4,6-tetra -O-benzyl-D-glucopyranose / P. Allevi, P. Ciuffreda, D. Colombo, D. Monti, G. Speranza, P. Manitto. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - :7(1989), pp. 1281-1283. [10.1039/p19890001281]
The Wittig-Horner reaction on 2,3,4,6-tetra-O-benzyl-D-mannopyranose and 2,3,4,6-tetra -O-benzyl-D-glucopyranose
P. AlleviPrimo
;P. CiuffredaSecondo
;D. Colombo;G. SperanzaPenultimo
;P. Manitto
1989
Abstract
The synthetic utility of the Wittig-Horner reaction in the synthesis of C-glycosides is illustrated by the preparation of the α-and β-glycosyl acetates of the 2,3,4,6-tetra-O-benzyl-D-mannopyranose and of the 2,3,4,6-tetra-O-benzylglucopyranose. A partial epimerization of the C-2 carbon of the starting protected carbohydrate is observed.
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