Literature DB >> 18683977

Catalytic enantioselective synthesis of vicinal dialkyl arrays.

Anthoni W van Zijl1, Wiktor Szymanski, Ferrnando López, Adriaan J Minnaard, Ben L Feringa.   

Abstract

With a consecutive "asymmetric allylic alkylation (AAA)/cross-metathesis (CM)/conjugate addition (CA)" protocol it is possible to synthesize either stereoisomer of compounds containing a vicinal dialkyl array with excellent stereoselectivity. The versatility of this protocol in natural product synthesis is demonstrated in the preparation of the ant pheromones faranal and lasiol.

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Year:  2008        PMID: 18683977     DOI: 10.1021/jo8010649

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Chiral N-heterocyclic carbene-catalyzed generation of ester enolate equivalents from {alpha},{beta}-unsaturated aldehydes for enantioselective Diels-Alder reactions.

Authors:  Juthanat Kaeobamrung; Marisa C Kozlowski; Jeffrey W Bode
Journal:  Proc Natl Acad Sci U S A       Date:  2010-10-25       Impact factor: 11.205

2.  Palladium-catalyzed gamma-arylation of alpha,beta-unsaturated esters from silyl ketene acetals.

Authors:  David S Huang; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-02       Impact factor: 15.336

3.  Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis.

Authors:  Bjorn Ter Horst; Chetan Seshadri; Lindsay Sweet; David C Young; Ben L Feringa; D Branch Moody; Adriaan J Minnaard
Journal:  J Lipid Res       Date:  2009-11-05       Impact factor: 5.922

4.  Remarkably Facile Borane-Promoted, Rhodium-Catalyzed Asymmetric Hydrogenation of Tri- and Tetrasubstituted Alkenes.

Authors:  Veronika M Shoba; James M Takacs
Journal:  J Am Chem Soc       Date:  2017-04-17       Impact factor: 15.419

Review 5.  Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors.

Authors:  Delphine Pichon; Jennifer Morvan; Christophe Crévisy; Marc Mauduit
Journal:  Beilstein J Org Chem       Date:  2020-02-17       Impact factor: 2.883

  5 in total

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