title: Site-selective benzoin-type cyclization of unsymmetrical dialdoses catalyzed by N-heterocyclic carbenes for divergent cyclitol synthesis.
abstract: A highly site-selective N-heterocyclic carbene (NHC)-catalyzed benzoin-type cyclization of unsymmetrical dialdoses is developed to enable a divergent cyclitol synthesis. The choice of chiral NHCs and protecting groups affects the site-selectivity. The resulting inososes are converted into epi-, muco- and myo-inositols, and their chiral protected derivatives are formed in good yields.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp.
authors.forename: Bubwoong
authors.initials: B
authors.lastname: Kang
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp.
authors.forename: Yinli
authors.initials: Y
authors.lastname: Wang
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp.
authors.forename: Satoru
authors.initials: S
authors.lastname: Kuwano
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp.
authors.forename: Yousuke
authors.initials: Y
authors.lastname: Yamaoka
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp.
authors.forename: Kiyosei
authors.identifier: http://orcid.org/0000-0002-1798-7919
authors.initials: K
authors.lastname: Takasu
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. kay-t@pharm.kyoto-u.ac.jp and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan. yamak@tokushima-u.ac.jp.
authors.forename: Ken-Ichi
authors.initials: KI
authors.lastname: Yamada