2-Iodoxybenzoic Acid Tosylates: the Alternative to Dess–Martin Periodinane Oxidizing Reagents

Результат исследований: Материалы для журналаСтатья

8 Цитирования (Scopus)

Аннотация

Two powerful hypervalent iodine(V) oxidants, DMP-OTs (1-tosyloxy-1,1-diacetoxy-1H-1λ5-benzo[d][1,2]iodoxol-3-one) and IBX-OTs (1-tosyloxy-1-oxo-1H-1λ5-benzo[d][1,2]iodoxol-3-one) show high reactivity in the oxidation of structurally complex primary and secondary alcohols, which are highly functionalized polyketide or terpene fragments or steroids. The yields of the corresponding carbonyl compounds are even higher for the protocol that uses pyridine as additive. The oxidations proceed very rapidly at room temperature leaving the protective groups and π-systems intact and affording the corresponding carbonyl compounds in good to excellent yields. Moreover, IBX-OTs is an efficient reagent for the oxidative dehydrogenation of steroidal alcohols to the corresponding enones. (Figure presented.).

Язык оригиналаАнглийский
Страницы (с-по)3207-3216
Число страниц10
ЖурналAdvanced Synthesis and Catalysis
Том359
Номер выпуска18
DOI
СостояниеОпубликовано - 18 сен 2017

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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