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  Tandem reduction-chloroallylboration of esters: Asymmetric synthesis of lamoxirene, the spermatozoid releasing and attracting pheromone of the Laminariales (Phaeophyceae)

Hertweck, C., & Boland, W. (2000). Tandem reduction-chloroallylboration of esters: Asymmetric synthesis of lamoxirene, the spermatozoid releasing and attracting pheromone of the Laminariales (Phaeophyceae). Journal of Organic Chemistry, 65(8), 2458-2463. doi:10.1021/jo991629r.

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Hertweck, C.1, Author           
Boland, W.1, Author           
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1Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society, ou_24028              

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Free keywords: Double diastereoselection; absolute-configuration; organic- synthesis; rearrangement; hydrolysis; dihydroxylation; cyclopropanes; aldehydes; alcohols; reagents
 Abstract: The asymmetric synthesis of all four stereoisomers of lamoxirene (cis-2-cyclohepta-2,5-dienyl-3-vinyloxirane), the spermatozoid-releasing and -attracting pheromone of the Laminariales (Phaeophyceae), is reported. Chiral ethyl cyclohepta-2,5-diene carbox

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 Dates: 2000
 Publication Status: Issued
 Pages: -
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 Identifiers: Other: BOL054
DOI: 10.1021/jo991629r
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Title: Journal of Organic Chemistry
  Other : JOC
  Abbreviation : J. Org. Chem.
Source Genre: Journal
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Publ. Info: Washington, D.C., etc. : American Chemical Society [etc.]
Pages: - Volume / Issue: 65 (8) Sequence Number: - Start / End Page: 2458 - 2463 Identifier: ISSN: 0022-3263
CoNE: https://pure.mpg.de/cone/journals/resource/954925416967