Organocatalytic enantioselective Mannich and retro-Mannich reactions and combinations of these reactions to afford tetrasubstituted α-amino acid derivatives-Reference-Cited by-同舟云学术

Organocatalytic enantioselective Mannich and retro-Mannich reactions and combinations of these reactions to afford tetrasubstituted α-amino acid derivatives

Published:2024 Issue:3 Volume:22 Page:477-481
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Chen Kuan-Lin¹,Tanaka Fujie¹^ORCID

Affiliation:

1. Chemistry and Chemical Bioengineering Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna, Okinawa 904-0495, Japan

Abstract

Catalytic asymmetric Mannich reactions and kinetic resolutions via retro-Mannich reactions were developed. The combination of these reactions afforded tetrasubstituted α-amino acid derivatives with er >99 : 1.

Funder

Okinawa Institute of Science and Technology Graduate University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D3OB01855E

Reference50 articles.

1. Highly Diastereo- and Enantioselective Mannich Reactions of Synthetically Flexible Ketimines with Secondary Amine Organocatalysts

2. Asymmetric Synthesis of Oxindole-Derived Vicinal Tetrasubstituted Acyclic Amino Acid Derivatives by the Mannich-Type Reaction

3. One-Step Asymmetric Construction of 1,4-Stereocenters via Tandem Mannich-Isomerization Reactions Mediated by a Dual-Functional Betaine Catalyst

4. The First Catalytic Highly Enantioselective Alkylation of Ketimines—A Novel Approach to Optically Active Quaternaryα-Amino Acids

5. Direct Organocatalytic Enantioselective Mannich Reactions of Ketimines: An Approach to Optically Active Quaternaryα-Amino Acid Derivatives