2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific; the stereoisomers obtained

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2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific; the stereoisomers obtained as products depend on the stereoisomer used as a reactant. Explain the following observations:
a. Both cis reactants form an optically active trans product, but each cis reactant forms a different trans product.
b. Both trans reactants form the same racemic mixture.
c. A trans reactant is more reactive than a cis reactant.
2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate.
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Organic Chemistry

ISBN: 978-0131407480

4th edition

Authors: Paula Yurkanis Bruice

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