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  Gold-Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides

Huang, X., Peng, B., Luparia, M., Gomes, L. F. R., Veiros, L., & Maulide, N. (2012). Gold-Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides. Angewandte Chemie International Edition: a journal of the Gesellschaft Deutscher Chemiker, 51(35), 8886-8890. doi:10.1002/anie.201203637.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0010-20EC-6 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-001A-1568-A
Genre: Journal Article

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 Creators:
Huang, Xueliang1, Author           
Peng, Bo1, Author           
Luparia, Marco1, Author           
Gomes, Luis F. R.1, Author           
Veiros, Luis2, Author
Maulide, Nuno1, Author           
Affiliations:
1Research Group Maulide, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445614              
2Centro de Química Estrutural, Complexo I, Instituto Superior Técnico, Universidade Técnica de Lisboa , Av. Rovisco Pais 1, 1049-001 Lisbon (Portugal), ou_persistent22              

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Free keywords: alkynes; DFT calculations; furans; gold; rearrangement; sulfonium ylides
 Abstract: A golden switch: Doubly stabilized sulfonium ylides can be coupled with alkynes in a gold-catalyzed synthesis of heterocycles. This method hinges on a switch in the reactivity of the sulfur ylide resulting from the simple modification of the electron-withdrawing moieties and leads to either furans or furanones bearing a quaternary center (see scheme).

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Language(s): eng - English
 Dates: 2012-07-292012-08-27
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201203637
 Degree: -

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Title: Angewandte Chemie International Edition : a journal of the Gesellschaft Deutscher Chemiker
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: -
Pages: - Volume / Issue: 51 (35) Sequence Number: - Start / End Page: 8886 - 8890 Identifier: ISSN: 0570-0833
CoNE: https://pure.mpg.de/cone/journals/resource/110984073528720