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  Catalytic, Asymmetric Transannular Aldolizations: Total Synthesis of (+)-Hirsutene

Chandler, C. L., & List, B. (2008). Catalytic, Asymmetric Transannular Aldolizations: Total Synthesis of (+)-Hirsutene. Journal of the American Chemical Society, 130(21), 6737-6739. doi:10.1021/ja8024164.

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 Creators:
Chandler, Carley L.1, Author           
List, Benjamin1, Author           
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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 Abstract: We report an asymmetric, catalytic transannular aldolization that provides polycyclic products useful for natural product synthesis. We found that a proline-derivative catalyzes the transannular aldol reaction of 1,4-cyclooctanediones to the corresponding cyclic β-hydroxy ketones in good yields and with high enantioselectivities. The utility of our reaction has been demonstrated in a total synthesis of (+)-hirustene.

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Language(s): eng - English
 Dates: 2008-04-022008-05-032008-05-01
 Publication Status: Published in print
 Pages: 3
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/ja8024164
 Degree: -

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Title: Journal of the American Chemical Society
  Other : JACS
  Abbreviation : J. Am. Chem. Soc.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 130 (21) Sequence Number: - Start / End Page: 6737 - 6739 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870