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  Brønsted Acid Catalyzed Asymmetric SN2-Type O-Alkylations

Čorić, I., Kim, J. H., Vlaar, T., Patil, M., Thiel, W., & List, B. (2013). Brønsted Acid Catalyzed Asymmetric SN2-Type O-Alkylations. Angewandte Chemie International Edition, 52(12), 3490-3493. doi:10.1002/anie.201209983.

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anie_201209983_sm_miscellaneous_information.pdf (Supplementary material), 4MB
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 Creators:
Čorić, Ilija1, Author              
Kim, Ji Hye1, Author              
Vlaar, Tjøstil1, Author              
Patil, Mahendra2, Author              
Thiel, Walter2, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              
2Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445590              

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Free keywords: alkylation; asymmetric catalysis; nucleophilic substitution; organocatalysis; transetherification
 Abstract: Bridging the gap: Brønsted acids catalyze an intramolecular SN2-type alkylation of alcohols with ethers by bridging a pentacoordinate transition state, thus simultaneously activating both the leaving group and nucleophile (see scheme). Density functional calculations provide detailed insight into the course of the reaction and the transition-state structure.

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Language(s): eng - English
 Dates: 2012-12-132013-02-102013-03-18
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201209983
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: 4 Volume / Issue: 52 (12) Sequence Number: - Start / End Page: 3490 - 3493 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851