Diastereodifferentiating Photocyclodimerization of 2‑Anthracenecarboxylates Tethered to a Cyclic Tetrasaccharide Scaffold: Critical Control of Photoreactivity and Stereoselectivity

• Published in: Journal of organic chemistry Vol. 78; no. 21; pp. 10996 - 11006
• Main Authors: Fukuhara, Gaku, Nakamura, Tomohiro, Kawanami, Yuko, Yang, Cheng, Mori, Tadashi, Hiramatsu, Hiroyuki, Dan-oh, Yasufumi, Nishimoto, Tomoyuki, Tsujimoto, Kazuo, Inoue, Yoshihisa
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.11.2013; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; CIRCULAR-DICHROISM; 2+2 PHOTOCYCLOADDITION; ASYMMETRIC INDUCTION; DIASTEREOSELECTIVITY; CHIRAL INDUCTION; ANTHRACENE; PATERNO-BUCHI REACTION; PHOTOCHEMICAL-REACTIONS; PHOTOCHIROGENESIS; CHARGE-TRANSFER EXCITATION

From a complex mixture of mono- and di-2-anthracenecarboxylic acid (AC) esters of cyclic nigerosylnigerose (CNN), two monoesters (2 B and 6 A ) and four diesters in which AC was introduced on the transannular B/D (2 B 2 D ), adjacent A/B and A/D (6 A 2 B and 6 A 2 D ), and same B/B (2 B 3 B ) nigero...