Literature DB >> 17439228

Dinuclear zinc-catalyzed enantioselective Aza-Henry reaction.

Barry M Trost1, David W Lupton.   

Abstract

The dinuclear zinc catalyst 1a was found to catalyze the addition of nitroalkanes to carbamate-protected imines. This aza-Henry reaction proceeds with high enantioselectivity when various carbamate-protected imines are used. alpha,beta-Unsaturated imines proved to be a particularly useful class of substrate routinely giving the alpha-nitro amine products in high enantiomeric excess.

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Year:  2007        PMID: 17439228     DOI: 10.1021/ol070618e

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


  13 in total

1.  A Novel Bis-Thiourea Organocatalyst for the Asymmetric Aza-Henry Reaction.

Authors:  Constantinos Rampalakos; William D Wulff
Journal:  Adv Synth Catal       Date:  2008-08-04       Impact factor: 5.837

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.  Regio- and Enantioselective Synthesis of 1,2-Diamine Derivatives by Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Xi-Jie Dai; Stephen L Buchwald
Journal:  Org Lett       Date:  2019-05-17       Impact factor: 6.005

5.  Development of Zn-ProPhenol-catalyzed asymmetric alkyne addition: synthesis of chiral propargylic alcohols.

Authors:  Barry M Trost; Mark J Bartlett; Andrew H Weiss; Axel Jacobi von Wangelin; Vincent S Chan
Journal:  Chemistry       Date:  2012-10-23       Impact factor: 5.236

6.  Enantioselective synthesis of pactamycin, a complex antitumor antibiotic.

Authors:  Justin T Malinowski; Robert J Sharpe; Jeffrey S Johnson
Journal:  Science       Date:  2013-04-12       Impact factor: 47.728

7.  Enantioselective Synthesis of anti-1,2-Diamines by Cu-Catalyzed Reductive Couplings of Azadienes with Aldimines and Ketimines.

Authors:  Xinxin Shao; Kangnan Li; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-05-30       Impact factor: 15.419

8.  Dinuclear zinc-ProPhenol-catalyzed enantioselective α-hydroxyacetate aldol reaction with activated ester equivalents.

Authors:  Barry M Trost; David J Michaelis; Mihai I Truica
Journal:  Org Lett       Date:  2013-08-15       Impact factor: 6.005

9.  Enantioselective Synthesis of D-α-Amino Amides from Aliphatic Aldehydes.

Authors:  Kenneth E Schwieter; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2015       Impact factor: 9.825

10.  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

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