Synthesis and reactions of amino acid-derived benziodazole oxides: New chiral oxidizing reagents

Viktor V. Zhdankin, Jason T. Smart, Peng Zhao, Paul Kiprof

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

The novel benziodazole oxides (3) can be prepared by oxidation of the readily available 2-iodobenzamides (5 or 6) with potassium bromate. Benziodazole oxides can find practical application as selective oxidizing reagents analogous to the widely used Dess-Martin periodinane (1) and benziodoxole oxide (2). Preliminary results indicate that reagents 3 can oxidize primary alcohols to aldehydes, while non-symmetric sulfides are oxidized to chiral sulfoxides with moderate enantioselectivity.

Original languageEnglish (US)
Pages (from-to)5299-5302
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number28
DOIs
StatePublished - Jul 8 2000

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