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Search: WFRF:(La Pensée Louise)

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  • Sabbani, Sunil, et al. (author)
  • Diastereoselective Schenck Ene Reaction of Singlet Oxygen with Chiral AllylicAlcohols; Access to Enantiomerically Pure 1,2,4-Trioxanes
  • 2009
  • In: Tetrahedron. - : Elsevier BV. - 0040-4020 .- 1464-5416. ; 65:41, s. 8531-8537
  • Journal article (peer-reviewed)abstract
    • A series of antimalarial chiral 1,2,4-trioxanes (1–8) were synthesised in high enantiomeric purities. Enantioselective addition of R2Zn reagent to 3-methyl-2-butenal catalysed by (+)-MIB or (−)-MIB yielded both the enantiomers of the chiral allylic alcohols 9–11 (90–98% ee), which were subjected to diastereoselective photooxygenation in the presence of tetraphenylporphine (TPP) to obtain (R,R)-threo- or (S,S)-threo-β-hydroperoxy alcohols (12–14). Reaction of β-hydroperoxy alcohols (12–14) with different cyclic ketones produced optically active trioxanes 1–8.    
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  • Result 1-1 of 1
Type of publication
journal article (1)
Type of content
peer-reviewed (1)
Author/Editor
Hedenström, Erik (1)
Sabbani, Sunil (1)
La Pensée, Louise (1)
Bacsa, John (1)
O´Neill, Paul M (1)
University
Mid Sweden University (1)
Language
English (1)
Research subject (UKÄ/SCB)
Natural sciences (1)
Year
2009 (1)

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