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An oxathiaphospholane approach to one-pot phosphorothioylation of isoprenoid alcohols

Organic Letters, ISSN: 1523-7060, Vol: 6, Issue: 9, Page: 1385-1387
2004
  • 6
    Citations
  • 0
    Usage
  • 10
    Captures
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    6
    • Citation Indexes
      6
  • Captures
    10

Article Description

Allyl, isopentenyl, geranyl, citronellyl, farnesyl, and phytyl alcohols were transformed in good yield (>60%) into their phosphorothioates via a DBU-assisted 1,3,2-oxathiaphospholane ring-opening condensation with 2-(2-cyanoethoxy)-2-thiono-1,3,2-oxathiaphospholane, a reagent that is stable and easy to handle, followed by subsequent removal of the 2-cyanoethyl group from the intermediate phosphorothioate diester under basic conditions.

Bibliographic Details

Zmudzka, Katarzyna; Nawrot, Barbara; Chojnacki, Tadeusz; Stec, Wojciech J

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

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