18919-58-9Relevant 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.
Carbohydrates as chiral auxiliaries: Synthesis of 2-hydroxy-β-D-glucopyranosides
Charette,Marcoux,Cote
, p. 7215 - 7218 (2007/10/02)
A new 2-step, 1-pot procedure for the stereoselective glycosylation of allylic alcohols with 1,2-di-O-benzoyl-β-D-glucopyranosides to produce 2-hydroxy-β-D-glucopyranosides has been developed. The required precursor for the glycosylation was readily obtained from tri-O-benzyl-D-glucal in 2 steps (91% overall).
