Literature DB >> 16146410

Chiral binaphthyl-derived amine-thiourea organocatalyst-promoted asymmetric Morita-Baylis-Hillman reaction.

Jian Wang1, Hao Li, Xinhong Yu, Liansuo Zu, Wei Wang.   

Abstract

[reaction: see text] A new bifunctional binaphthyl-derived amine thiourea organocatalyst has been developed to promote enantioselective Morita-Baylis-Hillman reaction of cyclohexenone with a wide range of aldehydes. The process, catalyzed by the amine thiourea, affords synthetically valuable chiral allylic alcohol building blocks in high yields and high enantioselectivities.

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Year:  2005        PMID： 16146410     DOI： 10.1021/ol051822+

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


  12 in total

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Journal:  Adv Synth Catal       Date:  2008-08-04       Impact factor: 5.837

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Authors:  Gardner S Creech; Xue-Feng Zhu; Branden Fonovic; Travis Dudding; Ohyun Kwon
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

4.  Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.

Authors:  Jeremiah P Malerich; Koji Hagihara; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2008-10-11       Impact factor: 15.419

5.  Synthesis and Structural Characterization of 1-Arylimidazole-2-thiones and N,N'-Aryldiethoxyethylthioureas with Electronically Diverse Substituents: A Manifold of Hydrogen Bonding Networks.

Authors:  Joshua H Palmer; Gerard Parkin
Journal:  New J Chem       Date:  2014-09-01       Impact factor: 3.591

6.  Novel bifunctional sulfonamides catalyze an enantioselective conjugate addition.

Authors:  Patrick G McGarraugh; Stacey E Brenner
Journal:  Tetrahedron       Date:  2009-01-10       Impact factor: 2.457

7.  New Architectures in Hydrogen Bond Catalysis.

Authors:  Andrew A Rodriguez; Hoseong Yoo; Joseph W Ziller; Kenneth J Shea
Journal:  Tetrahedron Lett       Date:  2009-12-09       Impact factor: 2.415

8.  Catalytic enantioselective alpha-acylvinyl anion reactions of silyloxyallenes.

Authors:  Troy E Reynolds; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

9.  Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: Theoretical studies on mechanism and enantioselectivity.

Authors:  Tatyana E Shubina; Matthias Freund; Sebastian Schenker; Timothy Clark; Svetlana B Tsogoeva
Journal:  Beilstein J Org Chem       Date:  2012-09-07       Impact factor: 2.883

10.  Dynamic covalent organocatalysts discovered from catalytic systems through rapid deconvolution screening.

Authors:  Fredrik Schaufelberger; Olof Ramström
Journal:  Chemistry       Date:  2015-07-14       Impact factor: 5.236
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