Catalytic Asymmetric Aziridination with Arylborate Catalysts Derived from VAPOL and VANOL Ligands

Abstract

The asymmetric induction is essentially identical for a range of substrates when the the VAPOL and VANOL (see picture; but not 1,1′-binaphth-2-ol (BINOL)) ligands were employed in asymmetric aziridinations catalyzed by triphenylborate (90–98 % ee). The synthetic utility of these catalysts is illustrated in a synthesis of L-3,4-dihydroxyphenylalanine (L-DOPA). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2000/z15611_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.