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  Reductive chloro- and thioallylations: Stereoselective two-step transformations of esters and lactones into functionalized cis- and trans-vinyloxiranes

Hertweck, C., & Boland, W. (1998). Reductive chloro- and thioallylations: Stereoselective two-step transformations of esters and lactones into functionalized cis- and trans-vinyloxiranes. European Journal of Organic Chemistry, (10), 2143-2148. doi:10.1002/(SICI)1099-0690(199810)1998:10<2143:AID-EJOC2143>3.0.CO;2-D.

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BOL006.pdf (Publisher version), 0B
 
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 Creators:
Hertweck, Christian1, Author           
Boland, Wilhelm1, Author           
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1Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society, ou_24028              

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Free keywords: Synthetic methods Vinyloxiranes Chloroallylation Thioallylation Dibal-h. Perithalia-caudata phaeophyceae Gamete-attracting pheromone Carbonyl-compounds Reagent Epoxides Laminariales Conversion Ketones Family Anion. Organic chemistry/polymer science.
 Abstract: A practical and straightforward procedure is described for the diastereoselective synthesis of functionalized cis- and trans-vinyloxiranes. Readily available esters and lactones were sequentially treated in a one-pot procedure with DIBAL-H and (Z)-gamma

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 Dates: 1998
 Publication Status: Issued
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Title: European Journal of Organic Chemistry
  Other : Eur. J. Org. Chem.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: (10) Sequence Number: - Start / End Page: 2143 - 2148 Identifier: ISSN: 1434-193X
CoNE: https://pure.mpg.de/cone/journals/resource/954926953810