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  Homologative Trifluoromethylation of Acetals

Hamilton, J. Y., Morandi, B., & Carreira, E. M. (2013). Homologative Trifluoromethylation of Acetals. Synthesis, 45(13), 1857-1862. doi:10.1055/s-0033-1338485.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0025-BBC2-E Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0025-BBC3-C
Genre: Journal Article

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 Creators:
Hamilton, James Y.1, Author
Morandi, Bill1, 2, Author           
Carreira, Erick M.1, Author
Affiliations:
1Laboratorium für Organische Chemie, ETH Zürich, 8093 Zürich, Switzerland, ou_persistent22              
2Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040309              

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Free keywords: antimony - acetals - insertion - diazo compounds - trifluoromethyl group
 Abstract: Trifluoroethyl α-insertion of acetals has been developed. Aromatic, heteroaromatic, and alkenyl acetals react with in situ generated­ (trifluoromethyl)diazomethane in the presence of antimony(V) chloride to furnish α-trifluoromethyl acetals. A stereoselective version of this transformation exploiting the acetal as a chiral auxiliary is also presented.

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Language(s): eng - English
 Dates: 2013-06-062013-07
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1055/s-0033-1338485
 Degree: -

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Title: Synthesis
Source Genre: Journal
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Publ. Info: Stuttgart : Georg Thieme Verlag
Pages: - Volume / Issue: 45 (13) Sequence Number: - Start / End Page: 1857 - 1862 Identifier: ISSN: 0039-7881
CoNE: https://pure.mpg.de/cone/journals/resource/954925448757