Literature DB >> 22215200

Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents.

Pieter H Bos1, Alena Rudolph, Manuel Pérez, Martín Fañanás-Mastral, Syuzanna R Harutyunyan, Ben L Feringa.   

Abstract

A highly efficient method is reported for the asymmetric ring opening of oxabicyclic alkenes with organolithium reagents. Using a copper/chiral phosphoramidite complex together with a Lewis acid (BF(3)·OEt(2)), full selectivity for the anti isomer and excellent enantioselectivities were obtained for the ring opened products. This journal is © The Royal Society of Chemistry 2012

Entities:  

Year:  2012        PMID： 22215200     DOI： 10.1039/c2cc16855c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  Oxa- and Azabenzonorbornadienes as Electrophilic Partners under Photoredox/Nickel Dual Catalysis.

Authors:  Youran Luo; Álvaro Gutiérrez-Bonet; Jennifer K Matsui; Madeline E Rotella; Ryan Dykstra; Osvaldo Gutierrez; Gary A Molander
Journal:  ACS Catal       Date:  2019-08-28       Impact factor: 13.084

2.  Iridium-catalyzed asymmetric ring-opening reactions of azabenzonorbornadiene with carboxylic acid nucleophiles.

Authors:  Yuhua Long; Wenling Wang; Dingqiao Yang; Han Jiang; Kaixuan Chen; Yali Fang
Journal:  Mol Divers       Date:  2013-11-27       Impact factor: 2.943

3.  Gold-catalyzed reaction of oxabicyclic alkenes with electron-deficient terminal alkynes to produce acrylate derivatives.

Authors:  Yin-Wei Sun; Qin Xu; Min Shi
Journal:  Beilstein J Org Chem       Date:  2013-10-01       Impact factor: 2.883

4.  Mechanism, reactivity, and regioselectivity in rhodium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes: a DFT Investigation.

Authors:  Zheng-Hang Qi; Yi Zhang; Yun Gao; Ye Zhang; Xing-Wang Wang; Yong Wang
Journal:  Sci Rep       Date:  2017-01-11       Impact factor: 4.379
  4 in total

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