The example of a silylHilbertJohnson nucleosidation reaction in Section 25.3 is presumed
Chapter 25, Problem 25.14(choose chapter or problem)
The example of a silylHilbertJohnson nucleosidation reaction in Section 25.3 is presumed to involve an intermediate ribosyl cation that is stabilized by intramolecular interactions involving the C2 benzoyl group. This intermediate blocks attack by the heterocyclic base from the a face of the ribose ring but allows attack on the b face, as required for formation of the desired product. Propose a structure for the ribosyl cation intermediate that explains the stereoselective bonding of the base.
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