Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

Uladzimir Ladziata, Jeffrey Carlson, Viktor V. Zhdankin

Research output: Contribution to journalArticlepeer-review

67 Citations (Scopus)

Abstract

Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29-41% have been achieved.

Original languageEnglish
Pages (from-to)6301-6304
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number35
DOIs
Publication statusPublished - 28 Aug 2006
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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