224. Computationally Guided Stereocontrol of the Combined C–H Functionalization/Cope Rearrangement†

Authors: Yajing Lian, Dr. Kenneth I. Hardcastle, Prof. Dr. Huw M. L. Davies

Angew. Chem. Int. Ed.

201150, 40, 9370-9373


Diastereoselectivity in control: The synthetic utility of the C–H functionalization/Cope rearrangement reaction has been greatly expanded by the design of substrates that will react through a boat transition state instead of a chair transition state. The products are formed with the opposite diastereoselectivity as previously obtained (see scheme, ABSA= acetamidobenzenesulfonylazide).

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