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Yajing Lian, Dr. Kenneth I. Hardcastle and Prof. Dr. Huw M. L. Davies Computationally Guided Stereocontrol of the Combined C[BOND]H Functionalization/Cope Rearrangement Angewandte Chemie International Edition 50

Version of Record online: 30 AUG 2011 | DOI: 10.1002/anie.201103568

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Diastereoselectivity in control: The synthetic utility of the C[BOND]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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