Literature DB >> 21909160

Gold(I)-Catalyzed Enantioselective Intramolecular Hydroamination of Allenes with Ureas.

Hao Li1, Seong Du Lee, Ross A Widenhoefer.   

Abstract

Enantioselective intramolecular hydroamination of N-allenyl ureas catalyzed by an enantiomerically enriched bis(gold) phosphine complex forms pyrrolidine derivatives in good yield with up to 93% ee.

Entities:  

Year:  2011        PMID： 21909160      PMCID： PMC3169097          DOI： 10.1016/j.jorganchem.2010.09.045

Source DB:  PubMed          Journal:  J Organomet Chem        ISSN： 0022-328X            Impact factor:   2.369


  33 in total

Review 1.  Asymmetric hydroamination of non-activated carbon-carbon multiple bonds.

Authors:  Isabelle Aillaud; Jacqueline Collin; Jérôme Hannedouche; Emmanuelle Schulz
Journal:  Dalton Trans       Date:  2007-09-07       Impact factor: 4.390

2.  Gold(I)-catalyzed dynamic kinetic enantioselective intramolecular hydroamination of allenes.

Authors:  Zhibin Zhang; Christopher F Bender; Ross A Widenhoefer
Journal:  J Am Chem Soc       Date:  2007-10-30       Impact factor: 15.419

Review 3.  Hydroamination: direct addition of amines to alkenes and alkynes.

Authors:  Thomas E Müller; Kai C Hultzsch; Miguel Yus; Francisco Foubelo; Mizuki Tada
Journal:  Chem Rev       Date:  2008-08-26       Impact factor: 60.622

4.  Homogeneous catalytic hydroamination of alkynes and allenes with ammonia.

Authors:  Vincent Lavallo; Guido D Frey; Bruno Donnadieu; Michele Soleilhavoup; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Asymmetric hydroamination/cyclization catalyzed by organolanthanide complexes with chiral biaryl-based ligands.

Authors:  Guofu Zi
Journal:  Dalton Trans       Date:  2009-07-22       Impact factor: 4.390

6.  Gold(I)-Catalyzed Intermolecular Hydroamination of Allenes with Arylamines.

Authors:  Alethea N Duncan; Ross A Widenhoefer
Journal:  Synlett       Date:  2010-02       Impact factor: 2.454

7.  Golden opportunities in natural product synthesis: first total synthesis of (-)-isocyclocapitelline and (-)-isochrysotricine by gold-catalyzed allene cycloisomerization.

Authors:  Frank Volz; Norbert Krause
Journal:  Org Biomol Chem       Date:  2007-04-16       Impact factor: 3.876

8.  Gold(I)-catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines.

Authors:  R L Lalonde; Z J Wang; M Mba; A D Lackner; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

9.  Gold-catalyzed intermolecular Markovnikov hydroamination of allenes with secondary amines.

Authors:  Xiaoming Zeng; Michele Soleilhavoup; Guy Bertrand
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

10.  Use of group 4 bis(sulfonamido) complexes in the intramolecular hydroamination of alkynes and allenes.

Authors:  Lutz Ackermann; Robert G Bergman; Rebecca N Loy
Journal:  J Am Chem Soc       Date:  2003-10-01       Impact factor: 15.419
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  3 in total

1.  Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation.

Authors:  Timothy J Brown; Dieter Weber; Michel R Gagné; Ross A Widenhoefer
Journal:  J Am Chem Soc       Date:  2012-05-29       Impact factor: 15.419

2.  Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes.

Authors:  Kristina L Butler; Michele Tragni; Ross A Widenhoefer
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-11       Impact factor: 15.336

3.  Synthesis of axially chiral gold complexes and their applications in asymmetric catalyses.

Authors:  Yin-Wei Sun; Qin Xu; Min Shi
Journal:  Beilstein J Org Chem       Date:  2013-10-28       Impact factor: 2.883
  3 in total

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