Regiochemical aspects in the reaction of 2,3,5-tri-o-benzoyl-d-ribofuranosyl : Acetate with silyl enol ethers catalyzed by stannic chloride |
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| Authors: | Yayoi S Yokoyma MRH Elmoghayar Isao Kuwajima |
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| Institution: | Department of Chemistry, Tokyo Institute of Technology, Ookayama, Meguro-ku, Tokyo 152 Japan |
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| Abstract: | 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 acyclic ketones give products arising from attack on C-2 benzoxyl group. |
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