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Ruthenium- and Copper-Catalyzed Enantioselective Propargylic Alkylation of Propargylic Alcohols with β-Keto Phosphonates

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Institute of Engineering Innovation, School of Engineering, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo 113-8656, Japan
Cite this: Organometallics 2012, 31, 8, 3426–3430
Publication Date (Web):March 27, 2012
https://doi.org/10.1021/om300219f
Copyright © 2012 American Chemical Society
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Abstract

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The enantioselective propargylic alkylation of propargylic alcohols with β-keto phosphonates in the presence of a thiolate-bridged diruthenium complex and a copper complex as cocatalysts gives the corresponding propargylic alkylated products in excellent yields with high diastereo- and enantioselectivities (up to 97% ee).

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Text, figures, and tables giving experimental procedures and spectroscopic data for all compounds and a CIF file giving crystallographic data for anti-5a. This material is available free of charge via the Internet at http://pubs.acs.org.

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