Synthesis of optically active bifunctional building blocks through enantioselective copper-catalyzed allylic alkylation using Grignard reagents.

TitleSynthesis of optically active bifunctional building blocks through enantioselective copper-catalyzed allylic alkylation using Grignard reagents.
Publication TypeJournal Article
Year of Publication2007
Authorsvan Zijl AW, López F, Minnaard AJ, Feringa BL
JournalThe Journal of organic chemistry
Volume72
Issue7
Pagination2558-63
Date Published2007 Mar 30
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.

DOI10.1021/jo800879e
Alternate JournalJ. Org. Chem.