Literature DB >> 21812495

Biomimetic organocatalytic asymmetric synthesis of 2-substituted piperidine-type alkaloids and their analogues.

Mattia R Monaco1, Polyssena Renzi, Daniele M Scarpino Schietroma, Marco Bella.   

Abstract

Natural substances such as pelletierine and its analogues have been prepared in up to 97% ee and good yield by a protective-group-free, biomimetic approach. Usage of benzonitrile or acetonitrile as solvents effectively prevents product racemization.

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Year:  2011        PMID： 21812495     DOI： 10.1021/ol2017406

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Enantioselective approach to quinolizidines: total synthesis of cermizine D and formal syntheses of senepodine G and cermizine C.

Authors:  Nagarathanam Veerasamy; Erik C Carlson; Nathan D Collett; Mrinmoy Saha; Rich G Carter
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

2.  Direct Access to Highly Functionalized Heterocycles through the Condensation of Cyclic Imines and α-Oxoesters.

Authors:  Alexander Q Cusumano; Matthew W Boudreau; Joshua G Pierce
Journal:  J Org Chem       Date:  2017-12-05       Impact factor: 4.354

3.  3-Hydroxy-1,5-dihydro-2H-pyrrol-2-ones as novel antibacterial scaffolds against methicillin-resistant Staphylococcus aureus.

Authors:  Alexander Q Cusumano; Joshua G Pierce
Journal:  Bioorg Med Chem Lett       Date:  2018-02-27       Impact factor: 2.823

4.  Mannich-type Reactions of Cyclic Nitrones: Effective Methods for the Enantioselective Synthesis of Piperidine-containing Alkaloids.

Authors:  Vladislav G Lisnyak; Tessa Lynch-Colameta; Scott A Snyder
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-19       Impact factor: 15.336

5.  Diversification of Unprotected Alicyclic Amines by C-H Bond Functionalization: Decarboxylative Alkylation of Transient Imines.

Authors:  Anirudra Paul; Jae Hyun Kim; Scott D Daniel; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-17       Impact factor: 15.336

6.  A metabolic regulon reveals early and late acting enzymes in neuroactive Lycopodium alkaloid biosynthesis.

Authors:  Ryan S Nett; Yaereen Dho; Yun-Yee Low; Elizabeth S Sattely
Journal:  Proc Natl Acad Sci U S A       Date:  2021-06-15       Impact factor: 11.205

7.  An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles.

Authors:  Alexandre Jean; Jérôme Blanchet; Jacques Rouden; Jacques Maddaluno; Michaël De Paolis
Journal:  Beilstein J Org Chem       Date:  2013-07-24       Impact factor: 2.883
  7 in total

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