Literature DB >> 18324820

Organocatalytic asymmetric total synthesis of (R)-rolipram and formal synthesis of (3S,4R)-paroxetine.

Peter S Hynes1, Paul A Stupple, Darren J Dixon.   

Abstract

An efficient enantioselective total synthesis of (R)-rolipram and an efficient enantioselective formal synthesis of (3S,4R)-paroxetine has been achieved using the highly enantioselective Michael addition of malonate nucleophiles as key steps in both cases.

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Year:  2008        PMID： 18324820     DOI： 10.1021/ol800108u

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


  13 in total

1.  Nantenine as an acetylcholinesterase inhibitor: SAR, enzyme kinetics and molecular modeling investigations.

Authors:  Stevan Pecic; Marie A McAnuff; Wayne W Harding
Journal:  J Enzyme Inhib Med Chem       Date:  2010-06-28       Impact factor: 5.051

2.  Multistep continuous-flow synthesis of (R)- and (S)-rolipram using heterogeneous catalysts.

Authors:  Tetsu Tsubogo; Hidekazu Oyamada; Shū Kobayashi
Journal:  Nature       Date:  2015-04-16       Impact factor: 49.962

3.  Rapid Construction of (-)-Paroxetine and (-)-Femoxetine via N-Heterocyclic Carbene Catalyzed Homoenolate Addition to Nitroalkenes.

Authors:  Nicholas A White; Kerem E Ozboya; Darrin M Flanigan; Tomislav Rovis
Journal:  Asian J Org Chem       Date:  2014-04       Impact factor: 3.319

4.  Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles.

Authors:  Pavol Jakubec; Dane M Cockfield; Madeleine Helliwell; James Raftery; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2012-04-16       Impact factor: 2.883

5.  A versatile and efficient approach for the synthesis of chiral 1,3-nitroamines and 1,3-diamines via conjugate addition to new (S,E)-γ-aminated nitroalkenes derived from L-α-amino acids.

Authors:  Vera Lúcia Patrocinio Pereira; André Luiz da Silva Moura; Daniel Pais Pires Vieira; Leandro Lara de Carvalho; Eliz Regina Bueno Torres; Jeronimo da Silva Costa
Journal:  Beilstein J Org Chem       Date:  2013-04-30       Impact factor: 2.883

6.  Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step.

Authors:  James C Anderson; Andreas S Kalogirou; Michael J Porter; Graham J Tizzard
Journal:  Beilstein J Org Chem       Date:  2013-08-23       Impact factor: 2.883

Review 7.  Asymmetric organocatalysis at the service of medicinal chemistry.

Authors:  Alfredo Ricci
Journal:  ISRN Org Chem       Date:  2014-03-11

Review 8.  Flow "Fine" Synthesis: High Yielding and Selective Organic Synthesis by Flow Methods.

Authors:  Shū Kobayashi
Journal:  Chem Asian J       Date:  2015-10-20

9.  Using mutability landscapes of a promiscuous tautomerase to guide the engineering of enantioselective Michaelases.

Authors:  Jan-Ytzen van der Meer; Harshwardhan Poddar; Bert-Jan Baas; Yufeng Miao; Mehran Rahimi; Andreas Kunzendorf; Ronald van Merkerk; Pieter G Tepper; Edzard M Geertsema; Andy-Mark W H Thunnissen; Wim J Quax; Gerrit J Poelarends
Journal:  Nat Commun       Date:  2016-03-08       Impact factor: 14.919

10.  Redox-configurable ambidextrous catalysis: structural and mechanistic insight.

Authors:  Shahab Mortezaei; Noelle R Catarineu; Xueyou Duan; Chunhua Hu; James W Canary
Journal:  Chem Sci       Date:  2015-07-14       Impact factor: 9.825
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