Synlett 2014; 25(09): 1287-1290
DOI: 10.1055/s-0033-1341240
letter
© Georg Thieme Verlag Stuttgart · New York

Palladium Porphyrin Catalyzed Hydrogenation of Alkynes: Stereoselective Synthesis of cis-Alkenes

Ryo Nishibayashi
a  Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan   Fax: +81(75)3832438   Email: kurahashi.takuya.2c@kyoto-u.ac.jp   Email: matsubara.seijiro.2e@kyoto-u.ac.jp
,
Takuya Kurahashi*
a  Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan   Fax: +81(75)3832438   Email: kurahashi.takuya.2c@kyoto-u.ac.jp   Email: matsubara.seijiro.2e@kyoto-u.ac.jp
b  JST, ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
,
Seijiro Matsubara*
a  Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan   Fax: +81(75)3832438   Email: kurahashi.takuya.2c@kyoto-u.ac.jp   Email: matsubara.seijiro.2e@kyoto-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 27 February 2014

Accepted after revision: 24 March 2014

Publication Date:
08 May 2014 (online)

Abstract

(Tetraphenylporphyrin)palladium was developed as a catalyst for the chemoselective and stereoselective hydrogenation of alkynes to cis-alkenes by the syn-addition of hydrogen. Alkynes containing various functional groups were tolerated in the reaction, which gave the corresponding cis-alkenes in good to excellent yields.

Supporting Information

 
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