14366-91-7Relevant articles and documents
Confinement-Controlled, Eithersyn- oranti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes
Amatov, Tynchtyk,Tsuji, Nobuya,Maji, Rajat,Schreyer, Lucas,Zhou, Hui,Leutzsch, Markus,List, Benjamin
, p. 14475 - 14481 (2021/09/13)
Protected aldols (i.e., true aldols derived from aldehydes) with eithersyn- oranti- stereochemistry are versatile intermediates in many oligopropionate syntheses. Traditional stereoselective approaches to such aldols typically require several nonstrategic
Copper-Catalyzed Stereospecific Hydroboration of Internal Allylic Alcohols
Ji, Enhui,Meng, Haiwen,Zheng, Yue,Ramadoss, Velayudham,Wang, Yahui
, p. 7367 - 7371 (2019/11/22)
An effective Cu-catalyzed stereospecific hydroboration of aliphatic and aromatic 1,1,2-trisubstituted internal allylic alcohols has been reported. This reaction proceeds via a silyl ether transient protection of allylic alcohols and subsequent stereospecific hydroboration. Followed by an oxidative workup, an array of acyclic, cyclic, and heterocyclic 1,3-diols was synthesized in good to excellent yields with good functional group tolerance and excellent diastereomeric ratios (> 20:1).
SN2 Reactions at Tertiary Carbon Centers in Epoxides
Zhang, Yong-Qiang,Poppel, Christina,Panfilova, Anastasia,Bohle, Fabian,Grimme, Stefan,Gans?uer, Andreas
supporting information, p. 9719 - 9722 (2017/08/08)
Described herein is a novel concept for SN2 reactions at tertiary carbon centers in epoxides without activation of the leaving group. Quantum chemical calculations show why SN2 reactions at tertiary carbon centers are proceeding in these systems. The reaction allows flexible synthesis of 1,3-diol building blocks for natural product synthesis with excellent control of the relative and absolute configurations.