Attack by the amine nucleophile at either end of the

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Unformatted text preview: Me O Me N Me O O O N + O O Me Solutions for Chapter 15 – Nucleophilic Substitution at Saturated Carbon PROBLEM 5 Predict the stereochemistry of these products. Are they diastereoisomers, enantiomers, racemic or what? OH O + OTs N N H Ph OTs Ph H2S KOH S Purpose of the problem Revision of stereochemistry from chapter 14 and practice at applying it to substitution reactions. Suggested solution The starting material in the first reaction has a plane of symmetry so it is achiral: the ste...
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This document was uploaded on 02/10/2014.

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