Asymmetric hydroalkylation of alkynes and allenes with imidazolidinone derivatives: α-alkenylation of α-amino acids
Author:
Affiliation:
1. Institut für Organische Chemie
2. Albert-Ludwigs-Universität Freiburg
3. 79104 Freiburg im Breisgau
4. Germany
Abstract
Enantio-, diastereoselective, geometry-selective addition of imidazolidinone derivatives to alkynes and allenes in the presence of LiHMDS in order to obtain quaternary α-alkenyl substituted amino acids in high isolated yields.
Funder
Alexander von Humboldt-Stiftung
Publisher
Royal Society of Chemistry (RSC)
Subject
General Chemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2021/SC/D1SC00240F
Reference27 articles.
1. Asymmetric Synthesis of Quaternary α-Amino Acids and Their Phosphonate Analogues
2. Advances in the synthesis of α-quaternary α-ethynyl α-amino acids
3. Phase-Transfer-Catalyzed Asymmetric SNAr Reaction of α-Amino Acid Derivatives with Arene Chromium Complexes
4. Asymmetric α-arylation of amino acids
5. Geometry-Retentive C-Alkenylation of Lithiated α-Aminonitriles: Quaternary α-Alkenyl Amino Acids and Hydantoins
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1. Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids;Nature Communications;2024-02-17
2. Synthesis of Polycyclic Imidazolidinones via Cascade [3 + 2]-Annulation of β-Oxo-acrylamides with Cyclic N-Sulfonyl Imines;The Journal of Organic Chemistry;2023-10-31
3. Synergistic Pd/Cu-catalyzed enantioselective Csp2–F bond alkylation of fluoro-1,3-dienes with aldimine esters;Nature Communications;2022-05-05
4. Regio- and diastereoselective transition metal-free hydroalkylation of N-allenyl sulfonamides by push–pull 2-alkynylquinolines;Organic & Biomolecular Chemistry;2022
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