Synthesis of Optically Pure (S,E)-2-Amino-5-arylpent-4-enoic Acids by Heck Reactions of Nickel Complexes-Reference-Cited by-同舟云学术

Synthesis of Optically Pure (S,E)-2-Amino-5-arylpent-4-enoic Acids by Heck Reactions of Nickel Complexes

Published:2018-01-15 Issue:06 Volume:29 Page:793-798
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Langer Peter¹²^ORCID,Parpart Silvio¹,Mardiyan Zorayr¹³⁴,Ehlers Peter¹²,Petrosyan Andranik¹²⁴,Mkrtchyan Anna³⁴,Saghyan Ashot³⁴

Affiliation:

1. Universität Rostock, Institut für Chemie

2. Leibniz-Institut für Katalyse e.V. an der Universität Rostock

3. SPC ‘Armbiotechnology’ SNPO NAS RA

4. Yerevan State University, Faculty of Pharmacy and Chemistry, Chair of Pharmacy

Abstract

Starting from commercially available building blocks a variety of enantiomerically pure (S)-2-amino-4-enoic acids has been synthesized by the Heck reaction using Ni-(S)-BPB {Nickel-N-[(S)-benzylprolyl]aminobenzophenone} as a chiral auxiliary. The reactions proceeded in very good yields and with high E-selectivity.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1609094.pdf

Cited by 9 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. A synthetic route to artificial chiral α-amino acids featuring a 3,4-dihydroisoquinolone core through a Rh(iii)-catalyzed functionalization of allyl groups in chiral Ni(ii) complexes;Organic & Biomolecular Chemistry;2023

2. Sequential Heck Cross-Coupling and Hydrothiolation Reactions Taking Place in the Ligand Sphere of a Chiral Dehydroalanine Ni(II) Complex: Asymmetric Route to β-Aryl Substituted Cysteines;Organic Letters;2022-08-11

3. An asymmetric metal-templated route to amino acids with an isoquinolone core via a Rh(iii)-catalyzed coupling of aryl hydroxamates with chiral propargylglycine Ni(ii) complexes;Organic & Biomolecular Chemistry;2022

4. Synthesis of enantiomerically enriched non-protein α-amino acids and their study as aldose reductase inhibitors;Synthetic Communications;2021-03-16

5. Emerging Nickel Catalysis in Heck Reactions: Recent Developments;Advanced Synthesis & Catalysis;2020-10-15