Literature DB >> 20085291

Highly enantio- and diastereoselective Mannich reactions of glycine Schiff bases with in situ generated N-Boc-imines catalyzed by a cinchona alkaloid thiourea.

Haile Zhang1, Salahuddin Syed, Carlos F Barbas.   

Abstract

Highly enantio- and diastereoselective organocatalytic Mannich reactions of glycine Schiff bases with N-Boc-protected imines are described. Imines were generated in situ from bench-stable alpha-amido sulfones. Catalysis mediated by a cinchona alkaloid thiourea provided optically active alpha,beta-diamino acid derivatives with up to 99% ee and near-perfect diastereoselection.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20085291     DOI： 10.1021/ol902722y

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


  5 in total

1.  Cyclopropenimine-catalyzed enantioselective Mannich reactions of tert-butyl glycinates with N-Boc-imines.

Authors:  Jeffrey S Bandar; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2013-08-01       Impact factor: 15.419

2.  Nanoengineered hydrogels as 3D biomimetic extracellular matrix with injectable and sustained delivery capability for cartilage regeneration.

Authors:  Penglei Cui; Panpan Pan; Ling Qin; Xinluan Wang; Xiaodong Chen; Yonghui Deng; Xiaoling Zhang
Journal:  Bioact Mater       Date:  2022-05-04

3.  N'-(4-Fluoro-benzyl-idene)acetohydrazide.

Authors:  Huan-Mei Guo; Li Liu; Jie Yang; Yang-Chun Liu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-30

4.  Inorganic base-catalyzed formation of antivirally active N-substituted benzamides from α-amido sulfones and N-nucleophile.

Authors:  Yi Jin; Baoan Song; Deyu Hu; Xiangyang Li; Pinaki S Bhadury; Zhenchao Wang; Song Yang
Journal:  Chem Cent J       Date:  2011-05-05       Impact factor: 4.215

5.  A New Class of Glucosyl Thioureas: Synthesis and Larvicidal Activities.

Authors:  Ping-An Wang; Jun-Tao Feng; Xing-Zi Wang; Mu-Qiong Li
Journal:  Molecules       Date:  2016-07-16       Impact factor: 4.411
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.