Literature DB >> 20405953

Highly enantioselective relay catalysis in the three-component reaction for direct construction of structurally complex heterocycles.

Chao Wang1, Zhi-Yong Han, Hong-Wen Luo, Liu-Zhu Gong.   

Abstract

A highly enantioselective three-component cascade reaction, consisting of an enantioselective [4+2] cycloaddition reaction catalyzed by chiral phosphoric acid and a subsequent catalytic intramolecular hydroamination by gold(I) complex, provides a unique method to access structurally diverse julolidine derivatives in high optical purity.

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Year:  2010        PMID： 20405953     DOI： 10.1021/ol1006086

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


  15 in total

1.  Enantioselective synthesis of cyclic carbamimidates via a three-component reaction of imines, terminal alkynes, and p-toluenesulfonylisocyanate using a monophosphine gold(I) catalyst().

Authors:  Matthew J Campbell; F Dean Toste
Journal:  Chem Sci       Date:  2011-05-12       Impact factor: 9.825

2.  Gold-catalyzed three-component coupling: oxidative oxyarylation of alkenes.

Authors:  Asa D Melhado; William E Brenzovich; Aaron D Lackner; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

3.  Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold-triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization.

Authors:  Hideto Ito; Tomoya Harada; Hirohisa Ohmiya; Masaya Sawamura
Journal:  Beilstein J Org Chem       Date:  2011-07-08       Impact factor: 2.883

4.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

5.  Adaptation of a small-molecule hydrogen-bond donor catalyst to an enantioselective hetero-Diels-Alder reaction hypothesized for brevianamide biosynthesis.

Authors:  Daniel J Sprague; Benjamin M Nugent; Ryan A Yoder; Brandon A Vara; Jeffrey N Johnston
Journal:  Org Lett       Date:  2015-01-31       Impact factor: 6.005

6.  Multicomponent and multicatalytic asymmetric synthesis of furo[2,3-b]pyrrole derivatives: further insights into the mode of action of chiral phosphoric acid catalysts.

Authors:  Lara Cala; Pedro Villar; Ángel R de Lera; Francisco J Fañanás; Rosana Álvarez; Félix Rodríguez
Journal:  Chem Sci       Date:  2020-08-12       Impact factor: 9.825

7.  Anatomy of gold catalysts: facts and myths.

Authors:  Beatrice Ranieri; Imma Escofet; Antonio M Echavarren
Journal:  Org Biomol Chem       Date:  2015-06-09       Impact factor: 3.876

8.  Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.

Authors:  Alex W Gregory; Pavol Jakubec; Paul Turner; Darren J Dixon
Journal:  Org Lett       Date:  2013-08-28       Impact factor: 6.005

9.  Highly Stereoselective Synthesis of Polycyclic Indoles through Rearrangement/[4+2] Cycloaddition under Sequential Catalysis.

Authors:  Di-Han Zhang; Min Shi
Journal:  ChemistryOpen       Date:  2012-09-11       Impact factor: 2.911

10.  Merging gold and organocatalysis: a facile asymmetric synthesis of annulated pyrroles.

Authors:  Daniel Hack; Charles C J Loh; Jan M Hartmann; Gerhard Raabe; Dieter Enders
Journal:  Chemistry       Date:  2014-03-03       Impact factor: 5.236
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