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Catalytic 1,4-rhodium(III) migration enables 1,3-enynes to function as one-carbon oxidative annulation partners in C-H functionalizations

Burns, David J.; Lam, Hon Wai

Catalytic 1,4-rhodium(III) migration enables 1,3-enynes to function as one-carbon oxidative annulation partners in C-H functionalizations Thumbnail


Authors

David J. Burns

HON LAM Hon.Lam@nottingham.ac.uk
Professor of Sustainable Chemistry



Abstract

1,3?Enynes containing allylic hydrogens cis to the alkyne are shown to act as one?carbon partners, rather than two?carbon partners, in various rhodium?catalyzed oxidative annulations. The mechanism of these unexpected transformations is proposed to occur through double C--H activation, involving a hitherto rare example of the 1,4?migration of a RhIII species. This phenomenon is general across a variety of substrates, and provides a diverse range of heterocyclic products.

Journal Article Type Article
Acceptance Date Jun 30, 2014
Publication Date Sep 8, 2014
Deposit Date Aug 18, 2018
Publicly Available Date Sep 24, 2018
Print ISSN 1433-7851
Electronic ISSN 1521-3773
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 53
Issue 37
DOI https://doi.org/10.1002/anie.201406072
Public URL https://nottingham-repository.worktribe.com/output/1100624
Publisher URL https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201406072
PMID 00034267

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