Synthesis of β-acetoxy alcohols by PhI(OAc)<sub>2</sub>-mediated metal-free diastereoselective β-acetoxylation of alcohols
作者:Chun-Yang Zhao、Liang-Gui Li、Qing-Rong Liu、Cheng-Xue Pan、Gui-Fa Su、Dong-Liang Mo
DOI:10.1039/c6ob01203e
日期:——
β-Acetoxy alcohols can be synthesized in good yields with excellent diastereoselectivity from tertiary alcohols through PhI(OAc)2-mediated metal-free β-acetoxylation. Mechanistic studies showed that the β-acetoxylation process might undergo dehydration and sequential highly regioselective and diastereoseletive dioxygenation. Gram scale and diverse useful scaffolds could be prepared via this β-acetoxylation
Chiral diamine compounds for the preparation of chiral alcohols and chiral amines
申请人:University College Dublin
公开号:US10196338B2
公开(公告)日:2019-02-05
Processes for stereoselective preparation of a chiral alcohol or a chiral amine are described. The processes include reacting a first prochiral reactant selected from the group consisting of a ketone, an aldehyde, and an imine, with a second reactant that includes a Grignard reagent, in the presence of a chiral trans-diamine of formula (1) as defined herein:
The asymmetric dihydroxylation of 1-aryl-1'-pyridyl alkenes afforded the diols in high yield and excellent enantioselectivity. (C) 2000 Published by Elsevier Science Ltd.