Literature DB >> 15876031

Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts.

Benedek Vakulya1, Szilárd Varga, Antal Csámpai, Tibor Soós.   

Abstract

Cinchona alkaloid-derived chiral bifunctional thiourea organocatalysts were synthesized and applied in the Michael addition between nitromethane and chalcones with high ee and chemical yields.

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Year:  2005        PMID： 15876031     DOI： 10.1021/ol050431s

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


  69 in total

1.  Enantioselective synthesis of bicylco[3.2.1]octan-8-ones using a tandem Michael-Henry reaction.

Authors:  Derong Ding; Cong-Gui Zhao; Qunsheng Guo; Hadi Arman
Journal:  Tetrahedron       Date:  2010-06-19       Impact factor: 2.457

2.  Enantioselective, organocatalytic reduction of ketones using bifunctional thiourea-amine catalysts.

Authors:  De Run Li; Anyu He; J R Falck
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

3.  Thiourea-catalyzed enantioselective cyanosilylation of ketones.

Authors:  Douglas E Fuerst; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2005-06-29       Impact factor: 15.419

4.  Alpha-fluoro-alpha-nitro(phenylsulfonyl)methane as a fluoromethyl pronucleophile: efficient stereoselective Michael addition to chalcones.

Authors:  G K Surya Prakash; Fang Wang; Timothy Stewart; Thomas Mathew; George A Olah
Journal:  Proc Natl Acad Sci U S A       Date:  2009-02-23       Impact factor: 11.205

5.  Bifunctional cinchona alkaloid-squaramide-catalyzed highly enantioselective aza-Michael addition of indolines to α,β-unsaturated ketones.

Authors:  Arun K Ghosh; Bing Zhou
Journal:  Tetrahedron Lett       Date:  2013-07-03       Impact factor: 2.415

6.  Pyranone natural products as inspirations for catalytic reaction discovery and development.

Authors:  Benjamin R McDonald; Karl A Scheidt
Journal:  Acc Chem Res       Date:  2015-03-06       Impact factor: 22.384

7.  Synthesis of 9-amino(9-deoxy)epi cinchona alkaloids, general chiral organocatalysts for the stereoselective functionalization of carbonyl compounds.

Authors:  Carlo Cassani; Rafael Martín-Rapún; Elena Arceo; Fernando Bravo; Paolo Melchiorre
Journal:  Nat Protoc       Date:  2013-01-17       Impact factor: 13.491

8.  1-[3,5-Bis(trifluoro-meth-yl)phen-yl]-3-[(5-ethenyl-1-aza-bicyclo-[2.2.2]octan-2-yl)(6-methoxy-quinolin-4-yl)meth-yl]thio-urea-l-proline-methanol (1/1/1).

Authors:  Savitha Muramulla; Hadi D Arman; Cong-Gui Zhao; Edward R T Tiekink
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-11-14

9.  Enantioselective synthesis of SNAP-7941: chiral dihydropyrimidone inhibitor of MCH1-R.

Authors:  Jennifer M Goss; Scott E Schaus
Journal:  J Org Chem       Date:  2008-09-04       Impact factor: 4.354

10.  Asymmetric approach toward chiral cyclohex-2-enones from anisoles via an enantioselective isomerization by a new chiral diamine catalyst.

Authors:  Jung Hwa Lee; Li Deng
Journal:  J Am Chem Soc       Date:  2012-10-22       Impact factor: 15.419
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