The following procedure (J. Am. Chem. Soc. 1982, 104,
Chapter 14, Problem 14.64(choose chapter or problem)
The following procedure (J. Am. Chem. Soc. 1982, 104, 35153516) is part of a synthetic strategy for the enantioselective preparation of carbohydrates (Chapter 24): OH O O O S O O OH OH Ph NaOH / H2O Ph S H (a) Propose a plausible mechanism that explains the stereochemical outcome of this transformation. (b) Predict the product of the following process: OH Ph O Ph ? 2) NaOH / H2O, PhSH Ti[OCH(CH3) 2] 4 (+)-DET 1) t-BuOOH
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