Imines are electrophiles in the related Mannich reaction. Draw two transition states, one leading to the syn diastereomer and one leading to the anti. Briefly explain which is favoured and why. Assume the imine doesn't change geometry.

Imines are electrophiles in the related Mannich reaction. Draw two transition states, one leading to the syn diastereomer and one leading to the anti. Briefly explain which is favoured and why. Assume the imine doesn't change geometry.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 4E

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Question

Imines are electrophiles in the related Mannich reaction. Draw two transition states, one leading to the syn
diastereomer and one leading to the anti. Briefly explain which is favoured and why. Assume the imine doesn't
change geometry.
OM
H3G
CH3
Ph
CH3

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