Catalytic, highly enantioselective, direct amination of enecarbamates-Reference-Cited by-同舟云学术

Catalytic, highly enantioselective, direct amination of enecarbamates

Published:2015 Issue:25 Volume:51 Page:5383-5386
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Dumoulin Audrey¹²³⁴⁵,Lalli Claudia⁶⁷⁵,Retailleau Pascal¹²³⁴⁵,Masson Géraldine¹²³⁴⁵

Affiliation:

1. Centre de Recherche de Gif

2. Institut de Chimie des Substances Naturelles

3. CNRS

4. 91198 Gif-sur-Yvette Cedex

5. France

6. Université de Rennes 1

7. 35043 Rennes

Abstract

Highly enantioselective electrophilic amination reaction of enecarbamates with dibenzylazodicarboxylate and oxygenated nucleophiles catalyzed by chiral phosphoric acids is reported. Subsequent reduction or oxidation of the resulting precursors of α-hydrazinoimines leads to 1,2-diamines or α-amino acid precursors, respectively, in excellent yields and enantioselectivities.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2015/CC/C4CC08052A

Reference67 articles.

1. T. C. Nugent , in Process Chemistry in the Pharmaceutical Industry: Challenges in an Ever-Changing Climate, ed. T. F. Braish and K. Gadamasetti, CRC Press-Taylor and Francis Group, New York, 2nd edn, 2008

2. Analysis of the reactions used for the preparation of drug candidate molecules

3. Direct Organo-Catalytic Asymmetricα-Amination of Aldehydes—A Simple Approach to Optically Activeα-Amino Aldehydes,α-Amino Alcohols, andα-Amino Acids

4. Proline-Catalyzed Asymmetric α-Amination of Aldehydes and Ketones—An Astonishingly Simple Access to Optically Active α-Hydrazino Carbonyl Compounds

5. Electrophilic α-amination of carbonyl compounds

Cited by 33 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Catalytic Enantioselective Aminative Difunctionalization of Alkenes;Journal of the American Chemical Society;2024-03-01

2. Catalytic asymmetric synthesis of 1,2-diamines;Chemical Society Reviews;2024

3. Bifunctional organic photocatalysts for enantioselective visible-light-mediated photocatalysis;Nature Synthesis;2023-10-02

4. Lewis Acid-Mediated Electrophilic Thiolative Difunctionalization of Enimides: Rapid Access to β-Amino Sulfides;Organic Letters;2023-06-29

5. Strategies toward the Difunctionalizations of Enamide Derivatives for Synthesizing α,β-Substituted Amines;Accounts of Chemical Research;2022-11-01