title: Highly regio-, diastereo-, and enantioselective 1,6- and 1,8-additions of azlactones to di- and trienyl N-acylpyrroles.
abstract: A vinylog of Michael addition (1,6-addition) of azlactones to δ-substituted dienyl N-acylpyrroles has been developed with virtually complete 1,6-, diastereo-, and enantioselectivities by means of chiral P-spiro triaminoiminophosphorane as a catalyst. This system has been successfully extended to an unprecedented bis-vinylog of Michael addition (1,8-addition) of azlactones to ζ-substituted trienyl N-acylpyrroles with high levels of regio- and stereocontrol.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Uraguchi
authors.forename: Ken
authors.initials: K
authors.lastname: Yoshioka
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Ueki
authors.forename: Takashi
authors.initials: T
authors.lastname: Ooi
mesh_terms: D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D011758:Pyrroles