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Synthesis of Optically Active Bifunctional Building Blocks Through Enantioselective Copper-Catalyzed Allylic Alkylation Using Grignard Reagents

Authors :
Ben L. Feringa
Anthoni W. van Zijl
Adriaan J. Minnaard
Fernando López
Molecular Inorganic Chemistry
Synthetic Organic Chemistry
Source :
Journal of Organic Chemistry, 72(7), 2558-2563. AMER CHEMICAL SOC INC
Publication Year :
2007
Publisher :
Wiley, 2007.

Abstract

Enantioselective copper-catalyzed allylic alkylations were performed on allylic bromides with a protected hydroxyl or amine functional group using several Grignard reagents and Taniaphos L1 as a ligand. The terminal olefin moiety in the products was transformed into various functional groups without racemization, providing facile access to a variety of versatile bifunctional chiral building blocks.

Details

ISSN :
15222667, 09317597, and 00223263
Volume :
38
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi.dedup.....9eb800b2a9ae431c08980556f33613c9