Literature DB >> 31625750

Asymmetric Synthesis of γ-Amino Alcohols by Copper-Catalyzed Hydroamination.

Saki Ichikawa1, Stephen L Buchwald1.   

Abstract

Asymmetric synthesis of γ-amino alcohols from unprotected allylic alcohols by a copper-catalyzed hydroamination strategy has been developed. Using easily accessible starting materials, a range of chiral 1,3-amino alcohols were prepared with excellent regio- and enantioselectivity. Further, this protocol provided an efficient one-step method for the enantioselective synthesis of γ-amino alcohols in an intermolecular manner.

Entities:  

Year:  2019        PMID: 31625750      PMCID: PMC6956864          DOI: 10.1021/acs.orglett.9b03356

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  62 in total

1.  Asymmetric synthesis of selectively protected amino sugars and derivatives by a direct organocatalytic Mannich reaction.

Authors:  Dieter Enders; Christoph Grondal; Marianna Vrettou; Gerhard Raabe
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-27       Impact factor: 15.336

2.  1,3-aminoalcohols and their derivatives in asymmetric organic synthesis.

Authors:  Susan M Lait; Danica A Rankic; Brian A Keay
Journal:  Chem Rev       Date:  2007-02-24       Impact factor: 60.622

3.  Enantioselective C-H amination using cationic ruthenium(II)-pybox catalysts.

Authors:  Erika Milczek; Nadège Boudet; Simon Blakey
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 4.  Chiral ligands derived from monoterpenes: application in the synthesis of optically pure secondary alcohols via asymmetric catalysis.

Authors:  Mohammed Samir Ibn El Alami; Mohamed Amin El Amrani; Francine Agbossou-Niedercorn; Isabelle Suisse; André Mortreux
Journal:  Chemistry       Date:  2014-10-30       Impact factor: 5.236

5.  Iterative Assembly of Polycyclic Saturated Heterocycles from Monomeric Building Blocks.

Authors:  Fumito Saito; Nils Trapp; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2019-03-20       Impact factor: 15.419

6.  Iron-catalyzed intramolecular allylic C-H amination.

Authors:  Shauna M Paradine; M Christina White
Journal:  J Am Chem Soc       Date:  2012-01-23       Impact factor: 15.419

7.  Evaluation of a 3-amino-8-azabicyclo[3.2.1]octane replacement in the CCR5 antagonist maraviroc.

Authors:  Rémy C Lemoine; Ann C Petersen; Lina Setti; Thomas Baldinger; Jutta Wanner; Andreas Jekle; Gabrielle Heilek; André deRosier; Changhua Ji; David M Rotstein
Journal:  Bioorg Med Chem Lett       Date:  2010-01-21       Impact factor: 2.823

8.  Direct catalytic asymmetric Mannich-type reaction of hydroxyketone using a Et2Zn/linked-BINOL complex: synthesis of either anti- or syn-beta-amino alcohols.

Authors:  Shigeki Matsunaga; Takamasa Yoshida; Hiroyuki Morimoto; Naoya Kumagai; Masakatsu Shibasaki
Journal:  J Am Chem Soc       Date:  2004-07-21       Impact factor: 15.419

9.  Synthesis of 1,3-Amino Alcohols by Hydroxy-Directed Aziridination and Aziridine Hydrosilylation.

Authors:  Yong-Qiang Zhang; Fabian Bohle; Robin Bleith; Gregor Schnakenburg; Stefan Grimme; Andreas Gansäuer
Journal:  Angew Chem Int Ed Engl       Date:  2018-09-19       Impact factor: 15.336

10.  A chiral rhodium carboxamidate catalyst for enantioselective C-H amination.

Authors:  David N Zalatan; J Du Bois
Journal:  J Am Chem Soc       Date:  2008-06-27       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.