The existence of the so-called phenonium ion as a class of stabilized carbocationic intermediates was controversial...
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The existence of the so-called phenonium ion as a class of stabilized carbocationic intermediates was controversial for some time. One excellent piece of evidence for their existence was collected by Cram and coworkers in 1949 by analysis of the stereochemical consequences of the acetolysis of the isomeric 3- phenyl-2-butyl tosylates. Propose an arrow pushing mechanism that accounts for the following stereochemical outcome. or--or Me Me LOTS COAC ACOH Me Me (one enantiomer) threo (rac) Me Me LOTS ACOH LOAC Ме Me (one enantiomer) erythro (one enantiomer) The existence of the so-called phenonium ion as a class of stabilized carbocationic intermediates was controversial for some time. One excellent piece of evidence for their existence was collected by Cram and coworkers in 1949 by analysis of the stereochemical consequences of the acetolysis of the isomeric 3- phenyl-2-butyl tosylates. Propose an arrow pushing mechanism that accounts for the following stereochemical outcome. or--or Me Me LOTS COAC ACOH Me Me (one enantiomer) threo (rac) Me Me LOTS ACOH LOAC Ме Me (one enantiomer) erythro (one enantiomer)
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OAc 2R3S3phenylbutan2yl acetate OAc COTS OAc OAC 2S3R3phenylbuta... View the full answer
Related Book For
Marketing Management
ISBN: 978-0132161077
14th Canadian Edition
Authors: Philip R Kotler, Kevin Lane Keller, Subramanian Sivaramakrishnan, Peggy H. Cunningham
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