Literature DB >> 17017784

Chiral Brønsted acid-catalyzed inverse electron-demand aza Diels-Alder reaction.

Takahiko Akiyama1, Hisashi Morita, Kohei Fuchibe.   

Abstract

Inverse electron-demand aza Diels-Alder reaction of aldimine with enol ethers proceeded under the influence of a phosphoric acid diester, derived from (R)-BINOL, to give tetrahydroquinoline derivatives with excellent enantioselectivity.

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Year:  2006        PMID： 17017784     DOI： 10.1021/ja064676r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  19 in total

1.  Lewis acid catalysis and Green oxidations: sequential tandem oxidation processes induced by Mn-hyperaccumulating plants.

Authors:  Vincent Escande; Brice-Loïc Renard; Claude Grison
Journal:  Environ Sci Pollut Res Int       Date:  2014-09-30       Impact factor: 4.223

2.  Enantioselective Pictet-Spengler Reactions of Isatins for the Synthesis of Spiroindolones.

Authors:  Joseph J Badillo; Abel Silva-García; Benjamin H Shupe; James C Fettinger; Annaliese K Franz
Journal:  Tetrahedron Lett       Date:  2011-10-26       Impact factor: 2.415

3.  Chiral sulfinamidourea and strong Brønsted acid-cocatalyzed enantioselective Povarov reaction to access tetrahydroquinolines.

Authors:  Hao Xu; Hu Zhang; Eric N Jacobsen
Journal:  Nat Protoc       Date:  2014-07-10       Impact factor: 13.491

4.  Chiral phosphoric acid catalyzed addition of dihydropyrans to N-acyl imines: stereocontrolled access to enantioenriched spirocyclic oxazoletetrahydropyrans with three contiguous stereocenters.

Authors:  Guilong Li; Matthew J Kaplan; Lukasz Wojtas; Jon C Antilla
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

5.  Asymmetric cooperative catalysis of strong Brønsted acid-promoted reactions using chiral ureas.

Authors:  Hao Xu; Stephan J Zuend; Matthew G Woll; Ye Tao; Eric N Jacobsen
Journal:  Science       Date:  2010-02-19       Impact factor: 47.728

6.  [4 + 2] cycloadditions of N-alkenyl iminium ions: structurally complex heterocycles from a three-component Diels-Alder reaction sequence.

Authors:  Nihar Sarkar; Abhisek Banerjee; Scott G Nelson
Journal:  J Am Chem Soc       Date:  2008-06-25       Impact factor: 15.419

7.  Chiral NHC-catalyzed oxodiene Diels-Alder reactions with alpha-chloroaldehyde bisulfite salts.

Authors:  Ming He; Brendan J Beahm; Jeffrey W Bode
Journal:  Org Lett       Date:  2008-07-26       Impact factor: 6.005

8.  Application of a catalytic asymmetric Povarov reaction using chiral ureas to the synthesis of a tetrahydroquinoline library.

Authors:  Baudouin Gerard; Morgan Welzel O'Shea; Etienne Donckele; Sarathy Kesavan; Lakshmi B Akella; Hao Xu; Eric N Jacobsen; Lisa A Marcaurelle
Journal:  ACS Comb Sci       Date:  2012-10-22       Impact factor: 3.784

9.  Transformation of N, N-Dimethylaniline N-Oxides into Diverse Tetrahydroquinoline Scaffolds via Formal Povarov Reactions.

Authors:  Timothy S Bush; Glenn P A Yap; William J Chain
Journal:  Org Lett       Date:  2018-08-15       Impact factor: 6.005

10.  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
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