Asymmetric [3 + 2] cycloaddition of donor-acceptor aziridines with aldehydes via carbon-carbon bond cleavage.

ABSTRACT: An enantioselective [3 + 2] annulation of donor-acceptor aziridines with aldehydes has been realized using a Nd(OTf)₃/N,N'-dioxide/LiNTf₂ catalyst system, providing various chiral cis-1,3-oxazolidines in moderate to good yields with high levels of stereocontrol. A relay catalytic process is proposed where LiNTf₂ promotes the formation of azomethine ylide intermediates, and a chiral Nd(iii)-N,N'-dioxide complex accelerates the asymmetric cycloaddition.

SUBMITTER: Liao Y 

PROVIDER: S-EPMC6013814 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature