Diastereoselectivity in a cyclic secondary amine catalyzed asymmetric Mannich reaction: a model rationalization from DFT studies-Reference-Cited by-同舟云学术

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Diastereoselectivity in a cyclic secondary amine catalyzed asymmetric Mannich reaction: a model rationalization from DFT studies

Published:2018 Issue:14 Volume:5 Page:2148-2157
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Shu Siwei¹²³⁴⁵,Liu Zhao⁶⁷⁸⁹¹⁰,Li Yukui⁶⁷⁸⁹¹⁰,Ke Zhuofeng⁶⁷⁸⁹¹⁰^ORCID,Liu Yan¹²³⁴⁵

Affiliation:

1. School of Chemical Engineering and Light Industry

2. Guangdong University of Technology

3. Higher Education Mega Center

4. Guangzhou 510006

5. P. R. China

6. School of Chemistry

7. School of Materials Science & Engineering

8. PCFM Lab

9. Sun Yat-sen University

10. Guangzhou 510275

Abstract

DFT studies revealed the detailed structure stereoselectivity relationship for cyclic secondary amine catalyzed asymmetric Mannich reactions.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Guangdong Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2018/QO/C8QO00424B

Reference43 articles.

1. A copper(i)-catalyzed asymmetric Mannich reaction of glycine Schiff bases with isatin-derived ketimines: enantioselective synthesis of 3-substituted 3-aminooxindoles

2. Direct Catalytic Asymmetric Mannich-Type Reaction of α-N3Amide

3. The True Catalyst Revealed: The Intervention of Chiral Ca and Mg Phosphates in Brønsted Acid Promoted Asymmetric Mannich Reactions

4. Proline-Catalyzed Mannich Reaction of Aldehydes withN-Boc-Imines

5. The Proline-Catalyzed Double Mannich Reaction of Acetaldehyde withN-Boc Imines

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2. Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH‐Pyrroles;Angewandte Chemie International Edition;2021-12-18

3. Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH‐Pyrroles;Angewandte Chemie;2021-12-18

4. Origin of diastereoselectivity and catalytic efficiency on Isothiourea-mediated cyclization of carboxylic acid with alkenyl ketone;Computational and Theoretical Chemistry;2020-11

5. Mannich reaction derived phthalocyanine polymer for electrochemical detection of salicylic acid;Inorganica Chimica Acta;2020-11

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