The use of pH to influence regio- and chemoselectivity in the asymmetric aminohydroxylation of styrenes.
[reaction: see text] The pH-controlled Sharpless asymmetric aminohydroxylation (AA) of styrenes provides 1-aryl-2-amino ethanols (regioisomer B) with high enantio-, chemo-, and regioselectivity. As existing AA protocols typically give regioisomer A as the major reaction product when using carbamate nitrogen sources, this method is a convenient alternative for the selective production of regioisomer B.
Nesterenko
Vitaliy
V
Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana, Illinois 61801, USA.
Byers
Joshua T
JT
Hergenrother
Paul J
PJ