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Palladium-catalyzed asymmetric synthesis of 2-alkynyl oxacycles.

Abstract:
Oxyacetylene: Unusual palladium-catalyzed cyclizations of cyclic and acyclic propargylic carbonates give 2-alkynyl oxacycles. The reactions proceed with very high stereoselectivity for both syn- and anti-disubstituted furans and pyrans, and with exceptional regioselectivity. In addition, two-directional cyclizations of bis-propargylic carbonate substrates yield bifurans with complete stereocontrol for all diastereomers. © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
Publication status:
Published

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Publisher copy:
10.1002/anie.201105720

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More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Angewandte Chemie (International ed. in English)
Volume:
50
Issue:
48
Pages:
11506-11510
Publication date:
2011-11-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:e8c7460e-d343-402c-ad2d-bcfe147dabd2
Source identifiers:
206032
Local pid:
pubs:206032

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