Enantioselective haloetherifications catalyzed by 1,1'-bi-2-naphthol (BINOL) phosphates: from symmetrical alkenediols to simple alkenols.
Asymmetric haloetherifications can be conducted using 1,1'-bi-2-naphthol (BINOL) phosphates as catalyst. In combination with simple N-haloamides such as N-iodopyrrolidinone or N-bromosuccinimide, good enantioselectivities can be achieved. However, depending on the substrate, the choice of BINOL phosphate is important, and different catalysts show remarkably different selectivities.
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Fachbereich Chemie und Pharmazie, Corrensstrasse 40, 48151 Münster (Germany), Fax: (+49) 0251-83-36523.
Christian H
CH
Müller
Christian
C
Rösner
Ulrich
U
Hennecke
asymmetric synthesis; cyclization; electrophilic addition; halogenation; heterocycles