83467-61-2Relevant articles and documents
Regiochemical Aspects in the Reaction of 2,3,5-Tri-O-benzoyl-D-ribofuranosyl Acetate with Silyl Enol Ethers Catalyzed by Stannic Chloride
Yokoyama, Yayoi S.,Elmoghayar, M. R. H.,Kuwajima, Isao
, p. 2673 - 2676 (1982)
In the reaction with silyl enol ethers catalyzed by stannic chloride, 2,3,5-tri-O-benzoyl-D-ribofuranosyl acetate behaves as an ambident electrophile; silyl enol ethers of ketones having α-hetero substituents afford C-1 adducts, whereas those of usual acy
REACTIONS OF 2,3,5-TRI-O-BENZOLY-D-RIBOFURANOSYL ACETATE WITH ENOL SILYL ETHERS CATALYZED BY TIN(IV) CHLORIDE. REGIOCHEMICAL FEATURES.
Yokoyama,Inoue,Kuwajima
, p. 553 - 556 (2007/10/02)
In condensation reactions of 2,3,5-tri-O-benzoyl-D-ribofuranosyl acetate with various kinds of enol silyl ethers in the presence of tin(IV) chloride, the acetate behaves as an ambident electrophile to give two types of products arising from nucleophilic attack of the enol ether on C-1 carbon of the ribose derivative and on carbonyl carbon of 2-benzoyloxyl group, depending remarkably on the enol silyl ethers.