Enantioselective Synthesis of 2-Substituted 2-Phenylethylamines by Lithiation−Substitution Sequences: Synthetic Development and Mechanistic Pathway
Author:
Affiliation:
1. Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801
Publisher
American Chemical Society (ACS)
Subject
Organic Chemistry
Link
https://pubs.acs.org/doi/pdf/10.1021/jo0258251
Reference10 articles.
1. Conformational Preferences of 2-Phenethylamines. A Computational Study of Substituent and Solvent Effects on the Intramolecular Amine−Aryl Interactions in Charged and Neutral 2-Phenethylamines
2. Temperature- and Electrophile-Dependent Stereocontrol: A Structural and Mechanistic Investigation of (−)-Sparteine-Mediated Asymmetric Lithiation−Substitution Sequences of N-Boc-N-(p-Methoxyphenyl)cinnamylamine
3. 3-Amino-2-arylpropanoic acids by electrophilic substitution of 2-arylethylamines at the benzylic position
4. Asymmetric substitution: highly enantioselective substitutions induced at the carbanion of a racemic organolithium substrate by (-)-sparteine
5. Complex-Induced Proximity Effects: Stereoselective Carbon−Carbon Bond Formation in Chiral Auxiliary Mediated β-Lithiation−Substitution Sequences of β-Substituted Secondary Carboxamides
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