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Strictly diastereocontrolled photocyclodimerization of 2-anthracenecarboxylates tethered to cyclic tetrasaccharides
Authors:Gaku Fukuhara  Tomohiro Nakamura  Yuko Kawanami  Cheng Yang  Tadashi Mori  Hiroyuki Hiramatsu  Yasufumi Dan-Oh  Kazuo Tsujimoto  Yoshihisa Inoue
Institution:Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan. gaku@chem.eng.osaka-u.ac.jp.
Abstract:Photocyclodimerization of 2-anthracenecarboxylate tethered to a cyclic nigerosylnigerose scaffold gave a single chiral cyclodimer (out of two achiral and two chiral stereoisomers) in 99% optical and 96% chemical yields, achieving the ultimate stereocontrol of the supramolecular photochirogenesis in aqueous solution at 25 °C.
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