title: Long-range diastereoselectivity in Ugi reactions of 2-substituted dihydrobenzoxazepines.
abstract: The Ugi reaction of 2-substituted dihydrobenzoxazepines was found to proceed with unexpectedly good diastereoselectivitiy (diastereoisomeric ratios up to 9:1), despite the large distance between the pre-existing stereogenic centre and the newly generated one. This result represents the first good 1,4 asymmetric induction in an Ugi reaction as well as the first example of diastereoselective Ugi reaction of seven membered cyclic imines. It allows the diversity-oriented synthesis of various tetrahydro[f][1,4]benzoxazepines.
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Luca
authors.initials: L
authors.lastname: Banfi
authors.forename: Andrea
authors.initials: A
authors.lastname: Basso
authors.forename: Valentina
authors.initials: V
authors.lastname: Cerulli
authors.forename: Valeria
authors.initials: V
authors.lastname: Rocca
authors.forename: Renata
authors.initials: R
authors.lastname: Riva