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(20 pts) Alcohol A undergoes a remarkable acid-catalyzed conversion to B. Me Me Me HO Me I Me S Me Me + HA H H (cat.) Me Me Me Me A Hmm Hmm Me Me 11111 Me B Me Me a. Provide a mechanism. It may take a while to draw out all the intermediates, but consider this as a step- by-step process, although one could also imagine mechanistic alternatives where all or some of the steps are concerted. (attach additional page with your mechanism) b. What do you notice about the stereochemistry of each 1,2-shift in your mechanism (or at least where the stereochemistry of the shift is apparent from the structure of B)? c. How many 1,2-shifts are there in total? d. Give a one-word name to the final step in your mechanism.

(20 pts) Alcohol A undergoes a remarkable acid-catalyzed conversion to B. Me Me Me HO Me I Me S Me Me + HA H H (cat.) Me Me Me Me A Hmm Hmm Me Me 11111 Me B Me Me a. Provide a mechanism. It may take a while to draw out all the intermediates, but consider this as a step- by-step process, although one could also imagine mechanistic alternatives where all or some of the steps are concerted. (attach additional page with your mechanism) b. What do you notice about the stereochemistry of each 1,2-shift in your mechanism (or at least where the stereochemistry of the shift is apparent from the structure of B)? c. How many 1,2-shifts are there in total? d. Give a one-word name to the final step in your mechanism.

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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(20 pts) Alcohol A undergoes a remarkable acid-catalyzed conversion to B. Me Me Me HO Me I Me S Me Me + HA H H (cat.) Me Me Me Me A Hmm Hmm Me Me 11111 Me B Me Me a. Provide a mechanism. It may take a while to draw out all the intermediates, but consider this as a step- by-step process, although one could also imagine mechanistic alternatives where all or some of the steps are concerted. (attach additional page with your mechanism) b. What do you notice about the stereochemistry of each 1,2-shift in your mechanism (or at least where the stereochemistry of the shift is apparent from the structure of B)? c. How many 1,2-shifts are there in total? d. Give a one-word name to the final step in your mechanism.
Transcribed Image Text:(20 pts) Alcohol A undergoes a remarkable acid-catalyzed conversion to B. Me Me Me HO Me I Me S Me Me + HA H H (cat.) Me Me Me Me A Hmm Hmm Me Me 11111 Me B Me Me a. Provide a mechanism. It may take a while to draw out all the intermediates, but consider this as a step- by-step process, although one could also imagine mechanistic alternatives where all or some of the steps are concerted. (attach additional page with your mechanism) b. What do you notice about the stereochemistry of each 1,2-shift in your mechanism (or at least where the stereochemistry of the shift is apparent from the structure of B)? c. How many 1,2-shifts are there in total? d. Give a one-word name to the final step in your mechanism.
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