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Computationally Guided Stereocontrol of the Combined CH Functionalization/Cope Rearrangement
Author(s) -
Lian Yajing,
Hardcastle Kenneth I.,
Davies Huw M. L.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201103568
Subject(s) - surface modification , state (computer science) , transition (genetics) , chemistry , computer science , combinatorial chemistry , algorithm , biochemistry , gene
Diastereoselectivity in control : The synthetic utility of the CH 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).