fulltext.study @t Gmail

Synthesis of a class of new phosphine-oxazoline ligands and their applications in palladium-catalyzed asymmetric addition of arylboronic acids to isatins

Paper ID Volume ID Publish Year Pages File Format Full-Text
40457 45854 2013 6 PDF Available
Title
Synthesis of a class of new phosphine-oxazoline ligands and their applications in palladium-catalyzed asymmetric addition of arylboronic acids to isatins
Abstract

•A class of new chiral phosphine-oxazoline ligands was prepared.•A catalytic asymmetric addition of arylboronic acids to isatins was set up.•In situ formed Pd/phosphine-oxazoline catalysts were applied to the reaction for the first time.•3-Aryl-3-hydroxyoxindoles were obtained in high yields and good enantioselectivities.•Up to 98% enantiopurity of the products was obtained after one recrystallization.

A class of new phosphine-oxazoline ligands was prepared from commercially available and inexpensive starting materials. As the first example, in situ formed catalysts generated from chiral phosphine-oxazolines and Pd(OAc)2 were successfully applied to the asymmetric addition reactions of arylboronic acids to isatins, and 3-aryl-3-hydroxyoxindoles were obtained in up to 97% yields and good enantioselectivities (up to 88% ee). Up to 98% enantiopurity of the products were obtained after one recrystallization.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (141 K)Download as PowerPoint slide

Keywords
Asymmetric synthesis; Phosphine ligands; Oxazoline; Palladium; 1,2-Addition
First Page Preview
Synthesis of a class of new phosphine-oxazoline ligands and their applications in palladium-catalyzed asymmetric addition of arylboronic acids to isatins
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 458, 10 May 2013, Pages 201–206
Authors
, , , , , , , , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us