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Development of Enantioselective Palladium‐Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans

Authors :
Brett A. Hopkins
Zachary J. Garlets
John P. Wolfe
Source :
Angewandte Chemie International Edition. 54:13390-13392
Publication Year :
2015
Publisher :
Wiley, 2015.

Abstract

The Pd-catalyzed coupling of γ-hydroxyalkenes with aryl bromides affords enantiomerically enriched 2-(arylmethyl)tetrahydrofuran derivatives in good yield and up to 96:4 e.r. This transformation was achieved through the development of a new TADDOL/2-arylcyclohexanol-derived chiral phosphite ligand. The transformations are effective with an array of different aryl bromides, and can be used for the preparation of products bearing quaternary stereocenters.

Details

ISSN :
15213773 and 14337851
Volume :
54
Database :
OpenAIRE
Journal :
Angewandte Chemie International Edition
Accession number :
edsair.doi.dedup.....fc0aea3c4e8406b107825341913db2e4
Full Text :
https://doi.org/10.1002/anie.201506884