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

Authors :
Van Zijl, Anthoni W.
López, Fernando
Minnaard, Adriaan J.
Feringa, Ben L.
Source :
Journal of Organic Chemistry. 3/30/2007, Vol. 72 Issue 7, p2558-2563. 6p. 6 Diagrams, 1 Chart.
Publication Year :
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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
72
Issue :
7
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
24689830
Full Text :
https://doi.org/10.1021/jo0625655