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

Bibliographic Details
Parent link:Advanced Synthesis and Catalysis
Vol. 359, iss. 18.— 2017.— [P. 3207-3216]
Corporate Authors: Национальный исследовательский Томский политехнический университет (ТПУ) Институт природных ресурсов (ИПР) Кафедра технологии органических веществ и полимерных материалов (ТОВПМ), Национальный исследовательский Томский политехнический университет (ТПУ) Институт физики высоких технологий (ИФВТ) Кафедра биотехнологии и органической химии (БИОХ)
Other Authors: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Postnikov P. S. Pavel Sergeevich, Yusubova R. Ya. Roza Yavidovna, Yoshimura A. Akira, Jurjens G. Gerrit, Kirschning A. Andreas, Zhdankin V. V. Viktor Vladimirovich
Summary:Заглавие с экрана
Two powerful hypervalent iodine(V) oxidants, DMP-OTs (1-tosyloxy-1,1-diacetoxy-1H-1?5-benzo[d][1,2]iodoxol-3-one) and IBX-OTs (1-tosyloxy-1-oxo-1H-1?5-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 ?-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.
Режим доступа: по договору с организацией-держателем ресурса
Language:English
Published: 2017
Subjects:
Online Access:http://dx.doi.org/10.1002/adsc.201700776
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=656636