165258-10-6Relevant academic research and scientific papers
2-Iodoxybenzoic Acid Tosylates: the Alternative to Dess–Martin Periodinane Oxidizing Reagents
Yusubov, Mekhman S.,Postnikov, Pavel S.,Yusubova, Roza Ya.,Yoshimura, Akira,Jürjens, Gerrit,Kirschning, Andreas,Zhdankin, Viktor V.
, p. 3207 - 3216 (2017/09/11)
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.).
Stereocontrol in asymmetric SE' reactions of γ-substituted α,β-unsaturated aldehydes
Williams, David R.,Atwater, Bruce A.,Bawel, Seth A.,Ke, Pucheng,Gutierrez, Osvaldo,Tantillo, Dean J.
supporting information, p. 468 - 471 (2014/04/03)
Asymmetric SE' reactions of (E)-and (Z)-γ-substituted-α,β- unsaturated aldehydes have been studied for the stereocontrolled preparation of nonracemic alcohols. Mild exchange reactions of allylic stannanes provide access to chiral 1,3-bis-(tolylsulfonyl)-4
Synthesis of the N-acetylcysteamine thioester of seco-proansamitocin
Frenzel, Thomas,Bruenjes, Marco,Quitschalle, Monika,Kirschning, Andreas
, p. 135 - 138 (2007/10/03)
(Chemical Equation Presented) The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao a
