title: Final-stage site-selective acylation for the total syntheses of multifidosides A-C.
abstract: The first total syntheses of multifidosides A-C have been achieved. The synthetic strategy is characterized by catalytic site-selective acylation of unprotected glycoside precursors in the final stage of the synthesis. High functional-group tolerance of the site-selective acylation, promoted by an organocatalyst, enabled the conventionally difficult molecular transformation in a predictable and reliable manner. An advantage of this strategy is to avoid the risks of undesired side reactions during the removal of the protecting groups at the final stage of the total synthesis.
authors.affiliation: Institute for Chemical Research, Kyoto University, Gokasho, Uji city, Kyoto 611-0011 (Japan).
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Ueda
authors.affiliation: Institute for Chemical Research, Kyoto University, Gokasho, Uji city, Kyoto 611-0011 (Japan).
authors.forename: Takumi
authors.initials: T
authors.lastname: Furuta
authors.affiliation: Institute for Chemical Research, Kyoto University, Gokasho, Uji city, Kyoto 611-0011 (Japan). kawabata@scl.kyoto-u.ac.jp.
authors.forename: Takeo
authors.initials: T
authors.lastname: Kawabata
keywords: acylation; glycosides; natural products; organocatalysis; synthetic methods