title: A selective transformation of enals into chiral γ-amino alcohols.
abstract: A one-pot synthesis of chiral amino alcohols from α,β-unsaturated aldehydes is reported which circumvents competitive 1,2- versus 1,4-boryl addition, by means of using a sterically hindered amine-derived imine. In addition to the complete chemoselectivity, modification of the Cu(I) catalyst with readily available chiral diphosphines, such as (R)-DM-BINAP, gave the 1,4-boryl addition products with high levels of asymmetric induction.
authors.affiliation: Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University , South Road, Durham DH1 3LE, U.K., and Departamento de Química Física i Inorgànica, Universitat Rovira i Virgili , 43007 Tarragona, Spain.
authors.forename: Adam D J
authors.initials: AD
authors.lastname: Calow
authors.forename: Andrei S
authors.initials: AS
authors.lastname: Batsanov
authors.forename: Alba
authors.initials: A
authors.lastname: Pujol
authors.forename: Cristina
authors.initials: C
authors.lastname: Solé
authors.forename: Elena
authors.initials: E
authors.lastname: Fernández
authors.forename: Andrew
authors.initials: A
authors.lastname: Whiting