Literature DB >> 12323035

Intramolecular palladium-catalyzed allylic alkylation: enantio- and diastereoselective synthesis of [2.2.2] bicycles.

Barry M Trost1, Karna L Sacchi, Gretchen M Schroeder, Naoyuki Asakawa.   

Abstract

Pd-catalyzed asymmetric allylic alkylation provides both enantio- and diastereoselectivity in formation of bicyclo [2.2.2] octan-2,3-diones and quinuclidin-2-ones, the latter potential precursors to quinine alkaloids. [reaction: see text]

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Year:  2002        PMID： 12323035     DOI： 10.1021/ol0265766

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


  5 in total

1.  Catalytic enantioselective claisen rearrangements of O-allyl β-ketoesters.

Authors:  Christopher Uyeda; Andreas R Rötheli; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-10       Impact factor: 15.336

2.  Palladium-catalyzed regio-, diastereo-, and enantioselective benzylic allylation of 2-substituted pyridines.

Authors:  Barry M Trost; David A Thaisrivongs
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

3.  Stereoselective synthesis of imidazolidin-2-ones via Pd-catalyzed alkene carboamination. Scope and limitations.

Authors:  Jonathan A Fritz; John P Wolfe
Journal:  Tetrahedron       Date:  2008       Impact factor: 2.457

4.  Catalytic Asymmetric Synthesis of Diketopiperazines by Intramolecular Tsuji-Trost Allylation.

Authors:  Matteo Faltracco; Silvia Cotogno; Christophe M L Vande Velde; Eelco Ruijter
Journal:  J Org Chem       Date:  2019-09-10       Impact factor: 4.354

5.  H-Bond Mediated Phase-Transfer Catalysis: Enantioselective Generating of Quaternary Stereogenic Centers in β-Keto Esters.

Authors:  Patryk Niedbała; Maciej Majdecki; Piotr Grodek; Janusz Jurczak
Journal:  Molecules       Date:  2022-04-13       Impact factor: 4.927
  5 in total

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