title: Camphor-based alpha-bromo ketones for the asymmetric darzens reaction
abstract: (1R)-2-endo-Bromoacetyl-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (endo-2-bromoacetylisoborneol) 4 and its trimethylsilyl ether 3 are presented as efficient reagents for the asymmetric Darzens reaction. From the alpha,beta-epoxy ketone adducts the chiral inductor camphor is removed, by treatment with ceric(IV) ammonium nitrate, to yield the corresponding epoxy acids which are isolated as their dicyclohexylammonium salts.
authors.affiliation: Departamento de Quimica Organica, Facultad de Quimica, Universidad del Pais Vasco, Apdo 1072, 20080 San Sebastian, Spain, Organisch-chemisches Institut der Universitat Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Swit.
authors.initials: C
authors.lastname: Palomo
authors.initials: M
authors.lastname: Oiarbide
authors.initials: AK
authors.lastname: Sharma
authors.initials: MC
authors.lastname: Gonzalez-Rego
authors.initials: A
authors.lastname: Linden
authors.initials: JM
authors.lastname: Garcia
authors.initials: A
authors.lastname: Gonzalez