title: In situ assembled boronate ester assisted chiral carboxylic acid catalyzed asymmetric trans-aziridinations.
abstract: We developed herein a new chiral Brønsted acid catalyst which is composed of two independent organic molecules, a chiral diol, and 2-boronobenzoic acid. In situ formation of a boronate ester was utilized as a key process to generate an active catalyst. This boronate ester assisted chiral carboxylic acid catalyst was successfully applied to the trans-aziridination of N-Boc and N-benzyl imines with N-phenyldiazoacetamide. This is the first catalyst to achieve high enantioselectivities using N-benzyl imines.
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University , Sakyo, Kyoto 606-8502, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Hashimoto
authors.forename: Alberto Osuna
authors.initials: AO
authors.lastname: Gálvez
authors.forename: Keiji
authors.initials: K
authors.lastname: Maruoka