title: Formal synthesis of (-)-agelastatin A: an iron(II)-mediated cyclization strategy.
abstract: An iron(II)-mediated aminohalogenation of a cyclopentenyl N-tosyloxycarbamate provided new access to the key intermediate for the synthesis of (-)-agelastatin A (AA, 1), a potent antiproliferative alkaloid. The present synthetic endeavour offered an insight into the mechanism underlying the iron(II)-mediated aminohalogenation of N-tosyloxycarbamate, in which the radical properties of the N-iron intermediates in the redox states were operative.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Shigeoka
authors.forename: Takuma
authors.initials: T
authors.lastname: Kamon
authors.forename: Takehiko
authors.initials: T
authors.lastname: Yoshimitsu
keywords: agelastatin; aminohalogenation; free radical; iron(II); natural product synthesis