Literature DB >> 16305212

Highly enantioselective Biginelli reaction using a new chiral ytterbium catalyst: asymmetric synthesis of dihydropyrimidines.

Yijun Huang1, Fengyue Yang, Chengjian Zhu.   

Abstract

The highly enantioselective three-component Biginelli condensation catalyzed by a recyclable chiral ytterbium triflate with a novel hexadentate amine phenol ligand containing a pyridyl group has been developed. A wide range of optically active dihydropyrimidines with remarkable pharmacological interest was obtained in high yields with good to excellent enantioselectivities under mild conditions.

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Year:  2005        PMID: 16305212     DOI: 10.1021/ja056092f

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


  19 in total

1.  Primary Amine-Catalyzed Biginelli Reaction for the Enantioselective Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones.

Authors:  Derong Ding; Cong-Gui Zhao
Journal:  European J Org Chem       Date:  2010-07-01

Review 2.  Current progress in asymmetric Biginelli reaction: an update.

Authors:  Majid M Heravi; Razieh Moradi; Leyla Mohammadkhani; Borzou Moradi
Journal:  Mol Divers       Date:  2018-06-23       Impact factor: 2.943

3.  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas.

Authors:  Miao Yang; Shannon J Odelberg; Zongzhong Tong; Dean Y Li; Ryan E Looper
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Concise synthesis of guanidine-containing heterocycles using the Biginelli reaction.

Authors:  Bradley L Nilsson; Larry E Overman
Journal:  J Org Chem       Date:  2006-09-29       Impact factor: 4.354

5.  Enantioselective rhodium-catalyzed [4+2] cycloaddition of α,β-unsaturated imines and isocyanates.

Authors:  Kevin M Oberg; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2011-03-14       Impact factor: 15.419

Review 6.  Recent progress in asymmetric Biginelli reaction.

Authors:  Majid M Heravi; Shima Asadi; Boshra Malekzadeh Lashkariani
Journal:  Mol Divers       Date:  2013-04-16       Impact factor: 2.943

7.  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

8.  Enantioselective organocatalytic Hantzsch synthesis of polyhydroquinolines.

Authors:  Christopher G Evans; Jason E Gestwicki
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

9.  An efficacious protocol for C-4 substituted 3,4-dihydropyrimidinones. Synthesis and calcium channel binding studies.

Authors:  Kamaljit Singh; Divya Arora; Danielle Falkowski; Qingxin Liu; Robert S Moreland
Journal:  European J Org Chem       Date:  2009-07-01

10.  Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis.

Authors:  Marcus Frings; Isabelle Thomé; Carsten Bolm
Journal:  Beilstein J Org Chem       Date:  2012-09-03       Impact factor: 2.883

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