a) Propose a mechanism for the reaction shown below and predict the stereochemistry at C2 considering the fact that an NOE peak is observed in the 2D NMR between the methyl group at C2 and the hydrogen atom at C4. b) Provide an explanation for the stereochemistry at C2. 1. K-selectride, THF, -78 °C 2. CH,I, THF,-78 °C

a) Propose a mechanism for the reaction shown below and predict the stereochemistry at C2 considering the fact that an NOE peak is observed in the 2D NMR between the methyl group at C2 and the hydrogen atom at C4. b) Provide an explanation for the stereochemistry at C2. 1. K-selectride, THF, -78 °C 2. CH,I, THF,-78 °C

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter21: Nas: Nucleophilic Aromatic Substitution

Section: Chapter Questions

Problem 7E

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