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An Efficient Synthesis of Chiral Non‐Racemic Hydroxyalkanoic Acids by Olefin Cross‐Metathesis Reactions

Asaro, Fioretta
•
Drioli, Sara
•
Forzato, Cristina
•
Nitti, Patrizia
2018
  • journal article

Periodico
CHEMISTRYSELECT
Abstract
Cross-metathesis reactions of 1-hepten-3-ol, 1-octen-4-ol, 1-octen-4-yl acetate and 1-tetradecen-4-ol with unsaturated methyl esters were investigated to optimize the synthesis of methyl hydroxyalkenoates, precursors of hydroxyalkanoic acids. Various commercially available catalysts, concentration ratios of reagents as well as microwave irradiation were explored. (R)-8-hydroxydodecanoic acid and (S)-8-hydroxystearic acid were successfully obtained in 3 steps from enantiomerically enriched alcohols.
DOI
10.1002/slct.201802989
WOS
WOS:000453917200010
Archivio
http://hdl.handle.net/11368/2933318
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-85058791778
https://onlinelibrary.wiley.com/doi/full/10.1002/slct.201802989
Diritti
closed access
FVG url
https://arts.units.it/request-item?handle=11368/2933318
Soggetti
  • Alcohol

  • Alkene

  • Carboxylic acid

  • Metathesi

  • Microwave chemistry

Web of Science© citazioni
5
Data di acquisizione
Mar 17, 2024
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