Volume 123, Issue 24 pp. 5662-5666
Zuschrift

Copper-Catalyzed 1,4-Addition of Organoboronates to Alkylidene Cyanoacetates: Mechanistic Insight and Application to Asymmetric Catalysis

Keishi Takatsu

Keishi Takatsu

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502 (Japan), Fax: (+81) 75-753-3988

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Dr. Ryo Shintani

Corresponding Author

Dr. Ryo Shintani

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502 (Japan), Fax: (+81) 75-753-3988

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502 (Japan), Fax: (+81) 75-753-3988Search for more papers by this author
Prof. Dr. Tamio Hayashi

Corresponding Author

Prof. Dr. Tamio Hayashi

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502 (Japan), Fax: (+81) 75-753-3988

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502 (Japan), Fax: (+81) 75-753-3988Search for more papers by this author
First published: 28 April 2011
Citations: 26

Support has been provided in part by a Grant-in-Aid for Young Scientists (B), the Ministry of Education, Culture, Sports, Science, and Technology (Japan), and in part by Mitsubishi Tanabe Pharma Corporation. K.T. thanks the JSPS for a fellowship.

Graphical Abstract

Variantenreiche Kupplung: Für den Katalysezyklus der Titelreaktion wird eine Sequenz aus Transmetallierung, Insertion und Ligandenaustausch vorgeschlagen, und mit einem chiralen NHC wurde auch eine effektive asymmetrische Variante erhalten (siehe Schema; NHC=N-heterocyclisches Carben).

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