Literature DB >> 21279221

Catalytic asymmetric conjugate addition of Grignard reagents to coumarins--synthesis of versatile chiral building blocks.

Johannes F Teichert1, Ben L Feringa.   

Abstract

A new protocol for the Cu-catalysed asymmetric conjugate addition of Grignard reagents to coumarins has been developed. The corresponding products are formed in high yields and enantioselectivities. Through a sequential protocol involving conjugate addition followed by nucleophilic ring opening of the chiral enolate, chiral esters and amides are readily accessible.

Entities:  

Year:  2011        PMID: 21279221     DOI: 10.1039/c0cc05160h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Synthesis and characterization of new diiodocoumarin derivatives with promising antimicrobial activities.

Authors:  Hany M Mohamed; Ashraf H F Abd El-Wahab; Ahmed M El-Agrody; Ahmed H Bedair; Fathy A Eid; Mostafa M Khafagy; Kamal A Abd-El-Rehem
Journal:  Beilstein J Org Chem       Date:  2011-12-19       Impact factor: 2.883

2.  Titanium(IV)-catalyzed stereoselective synthesis of spirooxindole-1-pyrrolines.

Authors:  Joseph J Badillo; Carlos J A Ribeiro; Marilyn M Olmstead; Annaliese K Franz
Journal:  Org Lett       Date:  2014-12-04       Impact factor: 6.005

3.  A facile synthesis of highly functionalized 4-arylcoumarins via Kostanecki reactions mediated by DBU.

Authors:  In-Taek Hwang; Sun-Ah Lee; Jin-Soo Hwang; Kee-In Lee
Journal:  Molecules       Date:  2011-07-26       Impact factor: 4.411

4.  Synthesis of 7-Aminocoumarins from 7-Hydroxycoumarins via Amide Smiles Rearrangement.

Authors:  Daniel S Lippe; Omar Elghawy; Adam M Zucker; Evan S K Yanagawa; Erin Mathews; Yusef G Ahmed; Paige N D'Elia; Sabrina Bimson; Ryan R Walvoord
Journal:  ACS Omega       Date:  2022-09-21
  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.