Literature DB >> 17136250

A simple asymmetric organocatalytic approach to optically active cyclohexenones.

Armando Carlone1, Mauro Marigo, Chris North, Aitor Landa, Karl Anker Jørgensen.   

Abstract

Optically active 2,5-disubstituted-cyclohexen-2-one derivatives have been prepared in a one-pot process consisting of five reaction steps: an organocatalytic asymmetric conjugated addition of beta-ketoesters to alpha,beta-unsaturated aldehydes that proceeds in aqueous solutions or under solvent-free conditions has been implemented in a multi-step process.

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Year:  2006        PMID： 17136250     DOI： 10.1039/b611366d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

1.  A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions.

Authors:  Patrick J Walsh; Hongmei Li; Cecilia Anaya de Parrodi
Journal:  Chem Rev       Date:  2007-05-27       Impact factor: 60.622

2.  A general organocatalyzed Michael-Michael cascade reaction generates functionalized cyclohexenes.

Authors:  Patrick G McGarraugh; Joshua H Jones; Stacey E Brenner-Moyer
Journal:  J Org Chem       Date:  2011-07-08       Impact factor: 4.354

3.  A versatile enantioselective synthesis of azabicyclic ring systems: a concise total synthesis of (+)-grandisine D and unnatural analogues.

Authors:  Olugbeminiyi O Fadeyi; Timothy J Senter; Kristopher N Hahn; Craig W Lindsley
Journal:  Chemistry       Date:  2012-03-30       Impact factor: 5.236

4.  Simple strategy for synthesis of optically active allylic alcohols and amines by using enantioselective organocatalysis.

Authors:  Hao Jiang; Nicole Holub; Karl Anker Jørgensen
Journal:  Proc Natl Acad Sci U S A       Date:  2010-06-14       Impact factor: 11.205

5.  Sprouting "sustainability" in chemical sciences curriculum.

Authors:  Sivasubramanian Ganarajan; Kamakshi Ashok
Journal:  Environ Dev Sustain       Date:  2020-11-25       Impact factor: 3.219

6.  Synthesis of 7-epineoptilocaulin, mirabilin B, and isoptilocaulin. A unified biosynthetic proposal for the ptilocaulin and batzelladine alkaloids. Synthesis and structure revision of netamines E and G.

Authors:  Min Yu; Susan S Pochapsky; Barry B Snider
Journal:  J Org Chem       Date:  2008-10-18       Impact factor: 4.354

7.  Asymmetric synthesis of functionalized cyclopentanones via a multicatalytic secondary amine/N-heterocyclic carbene catalyzed cascade sequence.

Authors:  Stephen P Lathrop; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-09-30       Impact factor: 15.419

8.  An Asymmetric Organocatalytic Quadruple Domino Reaction Employing a Vinylogous Friedel-Crafts/Michael/Michael/Aldol Condensation Sequence.

Authors:  Arne R Philipps; Lars Fritze; Nico Erdmann; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2015-04-02       Impact factor: 3.157

Review 9.  Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes.

Authors:  Zhonglei Wang
Journal:  Molecules       Date:  2019-09-19       Impact factor: 4.411
  9 in total

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