104550-66-5Relevant academic research and scientific papers
Stereoselective Dehydroxyboration of Allylic Alcohols to Access (E)-Allylboronates by a Combination of C-OH Cleavage and Boron Transfer under Iron Catalysis
Su, Wei,Wang, Ting-Ting,Tian, Xia,Han, Jian-Rong,Zhen, Xiao-Li,Fan, Shi-Ming,You, Ya-Xin,Zhang, Yu-Kun,Qiao, Rui-Xiao,Cheng, Qiushi,Liu, Shouxin
supporting information, p. 9094 - 9099 (2021/11/30)
Iron-catalyzed direct SN2′ dehydroxyboration of allylic alcohols has been developed to access (E)-stereoselective allylboronates. Allylic alcohols with diverse structures and functional groups, especially derived from natural products, underwent smooth transformation. The six-membered ring transition state formed by allylic alcohols and iron-boron intermediate was indicated to be the key component involved in transfer of the boron group, activation of the C-OH bond, and control of the stereoselectivity.
Selective Synthesis of Unsymmetrical Aliphatic Acyloins through Oxidation of Iridium Enolates
Sanz-Marco, Amparo,Martinez-Erro, Samuel,Martín-Matute, Belén
supporting information, p. 11564 - 11567 (2018/07/31)
The first method to access unsymmetrical aliphatic acyloins is presented. The method relies on a fast 1,3-hydride shift mediated by an IrIII complex in allylic alcohols followed by oxidation with TEMPO+. The direct conversion of allylic alcohols into acyloins is achieved in a one-pot procedure. Further functionalization of the Cα′ of the α-amino-oxylated ketone products gives access to highly functionalized unsymmetrical aliphatic ketones, which further highlights the utility of this transformation.
Iridium(I)-catalyzed stereospecific decarboxylative allylic amidation of chiral branched benzyl allyl imidodicarboxylates
Singh, Om V.,Han, Hyunsoo
, p. 4801 - 4804 (2008/03/15)
(Chemical Equation Presented) Ir(I)-catalyzed decarboxylase allylic amidation of chiral branched benzyl allyl imidodicarboxylates has been shown to proceed with complete retention of enantiomeric purity and configuration. The transformation is stereospecific and appears to be quite general, accommodating a wide range of R groups.
Synthesis of Vicinal Amino Alcohols via a Tandem Acylnitrene Aziridination-Aziridine Ring Opening
Bergmeier, Stephen C.,Stanchina, Dionne M.
, p. 4449 - 4456 (2007/10/03)
A facile synthesis of differently substituted vicinal amino alcohols is reported. We have demonstrated that these amino alcohols could be readily prepared from the oxazolidinones by treatment with aqueous base. We have synthesized a variety of substituted
