Literature DB >> 18549213

Highly anti-selective asymmetric nitro-mannich reactions catalyzed by bifunctional amine-thiourea-bearing multiple hydrogen-bonding donors.

Chun-Jiang Wang1, Xiu-Qin Dong, Zhi-Hai Zhang, Zhi-Yong Xue, Huai-Long Teng.   

Abstract

Highly anti-selective and enantioselective nitro-Mannich reactions have been achieved for a broad spectrum of substrates catalyzed by chiral bifunctional multiple hydrogen-bonding-donor amine-thioureas. Multiple hydrogen-bonding donors play a significant role in accelerating reactions and improving yields, diastereoselectivities, and enantioselectivities.

Entities:  

Year:  2008        PMID： 18549213     DOI： 10.1021/ja803538x

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


  11 in total

1.  Enantioselective Addition of Bromonitromethane to Aliphatic N-Boc Aldimines Using a Homogeneous Bifunctional Chiral Organocatalyst.

Authors:  Kenneth E Schwieter; Jeffrey N Johnston
Journal:  ACS Catal       Date:  2015       Impact factor: 13.084

2.  Chiral proton catalysis of secondary nitroalkane additions to azomethine: synthesis of a potent GlyT1 inhibitor.

Authors:  Tyler A Davis; Michael W Danneman; Jeffrey N Johnston
Journal:  Chem Commun (Camb)       Date:  2012-04-30       Impact factor: 6.222

3.  Bifunctional asymmetric catalysis: amplification of Brønsted basicity can orthogonally increase the reactivity of a chiral Brønsted acid.

Authors:  Tyler A Davis; Jeremy C Wilt; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2010-03-10       Impact factor: 15.419

4.  Highly enantioselective three-component direct Mannich reactions of unfunctionalized ketones catalyzed by bifunctional organocatalysts.

Authors:  Qunsheng Guo; John Cong-Gui Zhao
Journal:  Org Lett       Date:  2013-01-23       Impact factor: 6.005

5.  Organocatalytic, enantioselective synthesis of VNI: a robust therapeutic development platform for Chagas, a neglected tropical disease.

Authors:  Mark C Dobish; Fernando Villalta; Michael R Waterman; Galina I Lepesheva; Jeffrey N Johnston
Journal:  Org Lett       Date:  2012-12-07       Impact factor: 6.005

6.  One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis.

Authors:  David M Barber; Andrej Duriš; Amber L Thompson; Hitesh J Sanganee; Darren J Dixon
Journal:  ACS Catal       Date:  2014-01-06       Impact factor: 13.084

7.  A concerted two-prong approach to the in situ allosteric regulation of bifunctional catalysis.

Authors:  C Michael McGuirk; Jose Mendez-Arroyo; Andrea I d'Aquino; Charlotte L Stern; Yuan Liu; Chad A Mirkin
Journal:  Chem Sci       Date:  2016-07-18       Impact factor: 9.825

8.  Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst.

Authors:  Tatsuya Nitabaru; Naoya Kumagai; Masakatsu Shibasaki
Journal:  Molecules       Date:  2010-03-04       Impact factor: 4.411

9.  Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step.

Authors:  James C Anderson; Andreas S Kalogirou; Michael J Porter; Graham J Tizzard
Journal:  Beilstein J Org Chem       Date:  2013-08-23       Impact factor: 2.883

10.  Organocatalytic asymmetric Henry reaction of 1H-pyrrole-2,3-diones with bifunctional amine-thiourea catalysts bearing multiple hydrogen-bond donors.

Authors:  Ming-Liang Zhang; Deng-Feng Yue; Zhen-Hua Wang; Yuan Luo; Xiao-Ying Xu; Xiao-Mei Zhang; Wei-Cheng Yuan
Journal:  Beilstein J Org Chem       Date:  2016-02-16       Impact factor: 2.883
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