Literature DB >> 11772048

Discovery of exceptionally efficient catalysts for solvent-free enantioselective hetero-Diels-Alder reaction.

Jiang Long1, Jieyu Hu, Xiaoqiang Shen, Baoming Ji, Kuiling Ding.   

Abstract

Combinatorial coordination chemistry strategy combined with high-throughput screening techniques has been successfully applied to engineering practical enantioselective catalysts for asymmetric hetero-Diels-Alder reaction. The reaction of Danishefsky's diene with a variety of aldehydes can be carried out with 0.1-0.005 mol % of H4-BINOL/Ti/H4-BINOL or H4-BINOL/Ti/H8-BINOL catalysts at room temperature under solvent- and MS-free conditions to afford dihydropyrone derivatives with up to quantitative yield and 99.8% ee.

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Year:  2002        PMID： 11772048     DOI： 10.1021/ja0172518

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


  9 in total

1.  A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions.

Authors:  Patrick J Walsh; Hongmei Li; Cecilia Anaya de Parrodi
Journal:  Chem Rev       Date:  2007-05-27       Impact factor: 60.622

2.  Highly concentrated catalytic asymmetric allylation of ketones.

Authors:  Alfred J Wooten; Jeung Gon Kim; Patrick J Walsh
Journal:  Org Lett       Date:  2007-02-01       Impact factor: 6.005

3.  Perspective on dirhodium carboxamidates as catalysts.

Authors:  Michael P Doyle
Journal:  J Org Chem       Date:  2006-12-08       Impact factor: 4.354

Review 4.  Sustainable Solvent-Free Diels-Alder Approaches in the Development of Constructive Heterocycles and Functionalized Materials: A Review.

Authors:  Aluru Rammohan; Alexey P Krinochkin; Albert F Khasanov; Dmitry S Kopchuk; Grigory V Zyryanov
Journal:  Top Curr Chem (Cham)       Date:  2022-08-11

5.  A new method for the synthesis of H(4)-BINOL.

Authors:  Lars V Heumann; Gary E Keck
Journal:  J Org Chem       Date:  2008-05-20       Impact factor: 4.354

6.  The mechanism and an improved asymmetric allylboration of ketones catalyzed by chiral biphenols.

Authors:  David S Barnett; Philip N Moquist; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

7.  Asymmetric hetero-Diels-Alder reaction catalyzed by dirhodium(II) carboxamidates.

Authors:  Michael P Doyle; Marcela Valenzuela; Penglin Huang
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-01       Impact factor: 11.205

8.  High Symmetry Dirhodium(II) Paddlewheel Complexes as Chiral Catalysts.

Authors:  Jørn Hansen; Huw M L Davies
Journal:  Coord Chem Rev       Date:  2008-03       Impact factor: 22.315

9.  Mechanistic Studies on Covalent Assemblies of Metal-Mediated Hemi-Aminal Ethers.

Authors:  Hyun Hwa Jo; Ramakrishna Edupuganti; Lei You; Kevin N Dalby; Eric V Anslyn
Journal:  Chem Sci       Date:  2015-01-01       Impact factor: 9.825
  9 in total

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