Literature DB >> 19072133

Asymmetric Michael addition mediated by novel cinchona alkaloid-derived bifunctional catalysts containing sulfonamides.

Jie Luo1, Li-Wen Xu, Robyn Aik Siew Hay, Yixin Lu.   

Abstract

Novel cinchona alkaloid-derived bifunctional organocatalysts containing sulfonamide groups were utilized to promote Michael addition of bicyclic alpha-substituted beta-ketoesters to nitroolefins. The desired Michael adducts with all-carbon quaternary centers were constructed in high yield and with excellent enantioselectivity, demonstrating the great potential of cinchona alkaloid-derived sulfonamides in asymmetric catalysis.

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Year:  2009        PMID： 19072133     DOI： 10.1021/ol802486m

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


  9 in total

1.  Proline Sulfonamide-Based Organocatalysis: Better Late than Never.

Authors:  Hua Yang; Rich G Carter
Journal:  Synlett       Date:  2010-09-01       Impact factor: 2.454

2.  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

3.  Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones.

Authors:  Chunhui Jiang; Fangrui Zhong; Yixin Lu
Journal:  Beilstein J Org Chem       Date:  2012-08-13       Impact factor: 2.883

4.  Organocatalytic Michael addition of 1,3-dicarbonyl indane compounds to nitrostyrenes.

Authors:  Zhen-Yu Jiang; Hua-Meng Yang; Ya-Dong Ju; Li Li; Meng-Xian Luo; Guo-Qiao Lai; Jian-Xiong Jiang; Li-Wen Xu
Journal:  Molecules       Date:  2010-04-12       Impact factor: 4.411

5.  Catalytic asymmetric 1,4-additions of beta-keto esters to nitroalkenes promoted by a bifunctional homobimetallic Co2-Schiff base complex.

Authors:  Makoto Furutachi; Zhihua Chen; Shigeki Matsunaga; Masakatsu Shibasaki
Journal:  Molecules       Date:  2010-01-22       Impact factor: 4.411

6.  The synthesis of chiral β-naphthyl-β-sulfanyl ketones via enantioselective sulfa-Michael reaction in the presence of a bifunctional cinchona/sulfonamide organocatalyst.

Authors:  Deniz Tözendemir; Cihangir Tanyeli
Journal:  Beilstein J Org Chem       Date:  2021-02-18       Impact factor: 2.883

7.  Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes.

Authors:  Zubeda Begum; Haruka Sannabe; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2020-12-22       Impact factor: 3.361

8.  Plausible Pnicogen Bonding of epi-Cinchonidine as a Chiral Scaffold in Catalysis.

Authors:  Zakir Ullah; Kang Kim; Arramshetti Venkanna; Hye Su Kim; Moon Il Kim; Mi-Hyun Kim
Journal:  Front Chem       Date:  2021-07-06       Impact factor: 5.221

9.  Catalytic asymmetric peroxidation of α,β-unsaturated nitroalkenes by a bifunctional organic catalyst.

Authors:  Xiaojie Lu; Li Deng
Journal:  Org Lett       Date:  2014-04-14       Impact factor: 6.005
  9 in total

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