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Communication
Palladium-Catalyzed Asymmetric Allylic Alkylation of 2,3-Allenyl Acetates Using a Chiral Diaminophosphine Oxide
Article first published online: 5 AUG 2009
DOI: 10.1002/adsc.200900151
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Nemoto, T., Kanematsu, M., Tamura, S. and Hamada, Y. (2009), Palladium-Catalyzed Asymmetric Allylic Alkylation of 2,3-Allenyl Acetates Using a Chiral Diaminophosphine Oxide. Adv. Synth. Catal., 351: 1773–1778. doi: 10.1002/adsc.200900151
Publication History
- Issue published online: 14 AUG 2009
- Article first published online: 5 AUG 2009
- Manuscript Revised: 1 JUN 2009
- Manuscript Received: 10 MAR 2009
Funded by
- Grant-in Aid for Scientific Research on Priority Areas, Chemistry of Concerto Catalysis
- Grant-in Aid for Encouragement of Young Scientist (B)
- Ministry of Education, Culture, Sports, Science, and Technology, Japan
Keywords:
- allenes;
- asymmetric allylic alkylation;
- asymmetric catalysis;
- diaminophosphine oxides;
- palladium
Abstract
An enantioselective synthesis of allenes through palladium-catalyzed asymmetric allylic alkylation using a chiral diaminophosphine oxide is described. The asymmetric allylic alkylations proceeded in the presence of a catalytic amount of lithium acetate at 4 °C, affording the chiral allenes in excellent yield with up to 99% ee.