(a) Propose a full and reasonable mechanism for the formation of the unusual 5) MAJOR product shown in the following reaction. Use curved arrows to clearly show the electron flow in each mechanistic step. To obtain full marks, do not use any shortcuts and be cautious of the start and end point of each of your drawn arrows. Me Me Me но Me Me Me H2SO4 (cat.) HO minor major product product (b) For the above reaction indicate how many transition states and intermediates there are in the pathway from starting material to major product. Transition States: Intermediates:

(a) Propose a full and reasonable mechanism for the formation of the unusual 5) MAJOR product shown in the following reaction. Use curved arrows to clearly show the electron flow in each mechanistic step. To obtain full marks, do not use any shortcuts and be cautious of the start and end point of each of your drawn arrows. Me Me Me но Me Me Me H2SO4 (cat.) HO minor major product product (b) For the above reaction indicate how many transition states and intermediates there are in the pathway from starting material to major product. Transition States: Intermediates:

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 20MP

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