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Metal oxo reagents (like OsO4) are well-known to give syn dihydroxylation in their products (1). This is in contrast to use of a peroxy acid reagent (like mCPBA), which when added with strong acid in the 2nd step, gives anti looking dihydroxylation products (II). Draw a detailed, electron-pushing mechanism that shows the formation of the anti looking products using the AE then SN2 mechanistic pathway. OH I " H3C H3C CH3 CH3 OSO4 НОН 1. MCPBA 2. Н30 H3C H3C OH ОН OH OH CH3 H3C CH3 + H3C OH ОН ОН CH3 CH3

Metal oxo reagents (like OsO4) are well-known to give syn dihydroxylation in their products (1). This is in contrast to use of a peroxy acid reagent (like mCPBA), which when added with strong acid in the 2nd step, gives anti looking dihydroxylation products (II). Draw a detailed, electron-pushing mechanism that shows the formation of the anti looking products using the AE then SN2 mechanistic pathway. OH I " H3C H3C CH3 CH3 OSO4 НОН 1. MCPBA 2. Н30 H3C H3C OH ОН OH OH CH3 H3C CH3 + H3C OH ОН ОН CH3 CH3

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Metal oxo reagents (like OsO4) are well-known to give syn dihydroxylation in their products (I). This is in contrast to use of a peroxy acid reagent (like mCPBA), which when added with strong acid in the 2nd step, gives anti looking dihydroxylation products (II). Draw a detailed, electron-pushing mechanism that shows the formation of the anti looking products using the AE then SN2 mechanistic pathway. ОН I H3C || H3C CH3 CH3 OSO4 НОН H3C 1. MCPBA 2. H30® HC ОН ОН ОН ОН CH3 CH3 H3C H3C ОН ОН ОН CH3 CH3
Transcribed Image Text:Metal oxo reagents (like OsO4) are well-known to give syn dihydroxylation in their products (I). This is in contrast to use of a peroxy acid reagent (like mCPBA), which when added with strong acid in the 2nd step, gives anti looking dihydroxylation products (II). Draw a detailed, electron-pushing mechanism that shows the formation of the anti looking products using the AE then SN2 mechanistic pathway. ОН I H3C || H3C CH3 CH3 OSO4 НОН H3C 1. MCPBA 2. H30® HC ОН ОН ОН ОН CH3 CH3 H3C H3C ОН ОН ОН CH3 CH3
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