Peptide-Catalyzed Regio- and Enantioselective Reduction of α,β,γ,δ-Unsaturated Aldehydes†
Dr. Kengo Akagawa
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Search for more papers by this authorJun Sen
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Search for more papers by this authorCorresponding Author
Prof. Dr. Kazuaki Kudo
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)Search for more papers by this authorDr. Kengo Akagawa
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Search for more papers by this authorJun Sen
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Search for more papers by this authorCorresponding Author
Prof. Dr. Kazuaki Kudo
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan)Search for more papers by this authorThis work was supported by JSPS KAKENHI Grant Number 23750171 (to K.A.) and 23550116 (to K.K.), and by MEXT KAKENHI Grant number 24105506 (to K.K.).
Graphical Abstract
Ein Peptidkatalysator an fester Phase (abgebildet im Kasten) wurde in der Titelreaktion verwendet. Der Katalysator umgeht die inhärente Regioselektivität der Reaktion, sodass die 1,6- gegenüber der 1,4-Reduktion bevorzugt wird. Ausgehend von einem Gemisch geometrischer Isomere der eingesetzten Aldehyde wurde eine hohe Stereokonvergenz erzielt. Ach=1-Amino-1-cyclohexancarbonsäure.
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