title: Stereoselective intermolecular [2 + 2]-photocycloaddition reactions of maleic anhydride: stereocontrolled and regiocontrolled access to 1,2,3-trifunctionalized cyclobutanes.
abstract: Short synthetic sequences commencing with the photosensitized [2 + 2]-cycloaddition reactions of maleic anhydride with either allyl alcohol or propargyl alcohol have been elaborated to provide access to 1,2,3-trisubstituted cyclobutanes with three differentiated one-carbon substituents and complementary stereochemical patterns. These intermediates were used to prepare three discrete stereo- and regioisomers of hydroxymethylated cyclobutane β-amino acids in orthogonally protected form.
authors.affiliation: Université Paris-Sud, CP3A Organic Synthesis Group, ICMMO - CNRS UMR 8182, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: Florian
authors.initials: F
authors.lastname: Hernvann
authors.forename: Gloria
authors.initials: G
authors.lastname: Rasore
authors.forename: Valérie
authors.initials: V
authors.lastname: Declerck
authors.forename: David J
authors.initials: DJ
authors.lastname: Aitken