title: Chemoselective photooxygenations of furans bearing unprotected amines: their use in alkaloid synthesis.
abstract: Very recent investigations are described, which have shown how basic and unprotected nitrogen functionalities can be included, problem-free, in the furan photooxidation step of singlet oxygen-initiated cascade reaction sequences. The amine groups do not react with singlet oxygen, but, instead, participate later on in the sequences that ultimately yield a diverse range of important alkaloid motifs. To illustrate the versatility of this chemistry, six natural products were synthesised very rapidly and efficiently. Furthermore, all the new technologies operated under green conditions and without the use of a single protecting group.
authors.affiliation: Department of Chemistry, University of Crete, 71003 Iraklion, Crete, Greece. vasil@chemistry.uoc.gr.
authors.forename: T
authors.initials: T
authors.lastname: Montagnon
authors.affiliation: Department of Chemistry, University of Crete, 71003 Iraklion, Crete, Greece. vasil@chemistry.uoc.gr.
authors.forename: D
authors.initials: D
authors.lastname: Kalaitzakis
authors.affiliation: Department of Chemistry, University of Crete, 71003 Iraklion, Crete, Greece. vasil@chemistry.uoc.gr.
authors.forename: M
authors.initials: M
authors.lastname: Sofiadis
authors.affiliation: Department of Chemistry, University of Crete, 71003 Iraklion, Crete, Greece. vasil@chemistry.uoc.gr.
authors.forename: G
authors.initials: G
authors.lastname: Vassilikogiannakis
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*; D055772:Green Chemistry Technology; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D026082:Singlet Oxygen / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000588:Amines; D005663:Furans; D026082:Singlet Oxygen