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  Direct Catalytic Asymmetric Enolexo Aldolizations

Pidathala, C., Hoang, L., Vignola, N., & List, B. (2003). Direct Catalytic Asymmetric Enolexo Aldolizations. Angewandte Chemie International Edition, 42(24), 2785-2788. doi:10.1002/anie.200351266.

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 Creators:
Pidathala, Chandrakala 1, Author
Hoang, Linh1, Author
Vignola, Nicola1, Author
List, Benjamin1, Author           
Affiliations:
1The Department of Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA., ou_persistent22              

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Free keywords: aldol reaction; asymmetric catalysis; organocatalysis; amino acids
 Abstract: 32 years after the first, and still the only, catalytic asymmetric intramolecular aldol reaction was published in this journal, the proline‐catalyzed Hajos–Parrish–Eder–Sauer–Wiechert reaction is extended for the first time to catalytic asymmetric enolexo aldolizations. The process provides substituted cyclohexanes in excellent diastereo‐ and enantioselectivities. For example, heptanedial is converted into the corresponding cyclic anti‐configured aldol in 99 % ee (see scheme).

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Language(s): eng - English
 Dates: 2003-02-242003-06-172003-06-23
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.200351266
 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: - Volume / Issue: 42 (24) Sequence Number: - Start / End Page: 2785 - 2788 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851