Journal ArticleDOI
Copper ion-catalyzed asymmetric carbon–carbon bond-forming reaction at the 2-position of a piperidine skeleton
TLDR
An asymmetric carbon-carbon bond-forming reaction at the 2-position of a p Piperidine skeleton was exploited to afford a 2-substituted piperidine skeleton with moderate enantioselectivity.About:
This article is published in Tetrahedron Letters.The article was published on 2002-04-22. It has received 33 citations till now. The article focuses on the topics: Piperidine & Dimethyl malonate.read more
Citations
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Journal ArticleDOI
C2-Symmetric Chiral Bis(Oxazoline) Ligands in Asymmetric Catalysis
Journal ArticleDOI
Recent advances in the synthesis of piperidones and piperidines
Journal ArticleDOI
Anodic Oxidation for the Stereoselective Synthesis of Heterocycles.
TL;DR: This research found a unique property of the N-cyano protecting group that enabled the electrochemical α-methoxylation of α-substituted cyclic amines, and demonstrated the first example of memory of chirality in N-acyliminium ion chemistry.
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Mechanistic Studies on the Catalytic Asymmetric Mannich-Type Reaction with Dihydroisoquinolines and Development of Oxidative Mannich-Type Reactions Starting from Tetrahydroisoquinolines
Christian Dubs,Yoshitaka Hamashima,Naoki Sasamoto,Thomas M. Seidel,Shoko Suzuki,Daisuke Hashizume,Mikiko Sodeoka +6 more
TL;DR: Detailed mechanistic studies on recently reported asymmetric addition reactions of malonates to dihydroisoquinolines (DHIQs) catalyzed by chiral Pd(II) complexes were carried out, allowing the efficient synthesis of optically active tetrahydrobenzo[a]quinolizidine derivatives via intramolecular Michael reaction.
Journal ArticleDOI
Cu(I)Br mediated coupling of alkynes with N-acylimine and N-acyliminium ions in water
TL;DR: A coupling of alkynes with N -acylimines and N-acyliminium ions mediated by Cu(I) was developed in water to generate propargyl amide derivatives as discussed by the authors.
References
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Chiral bis(oxazoline) copper(II) complexes: versatile catalysts for enantioselective cycloaddition, Aldol, Michael, and carbonyl ene reactions.
TL;DR: X-ray crystallography of the chiral complexes reveals a propensity for the formation of distorted square planar or square pyramidal geometries in catalyzed processes that exhibit excellent temperature-selectivity profiles.
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Electroorganic chemistry. 46. A new carbon-carbon bond forming reaction at the .alpha.-position of amines utilizing anodic oxidation as a key step
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Electroorganic chemistry. XX. Anodic oxidation of carbamates
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Synthesis of optically active piperidine and pyrrolidine alkaloids from L-lysine, L-ornithine, or L-proline using anodic oxidation as key steps
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Catalytic, asymmetric Mannich-type reactions of N-acylimino esters for direct formation of N-acylated amino acid derivatives. Efficient synthesis of a novel inhibitor of ceramide trafficking, HPA-12.
TL;DR: Catalytic, enantioselective Mannich-type reactions of N-acylimino esters for direct formation of N -acylated amino acid derivatives are described and a novel inhibitor of ceramide trafficking, HPA-12, is efficiently synthesized using this reaction.
Related Papers (5)
New developments in the chemistry of N-acyliminium ions and related intermediates.
W. Nico Speckamp,M. J. Moolenaar +1 more