title: Influences of catalyst configuration and catalyst loading on selectivities in reactions of diazoacetamides. Barrier to equilibrium between diastereomeric conformations.
abstract: [reaction: see text] Stereoelectronic factors present a barrier to equilibrium between diastereomeric conformations resulting in differences in selectivity as a function of catalyst configuration. The bis(trimethylsilyl)-methyl protective group is inert to insertion but directs carbon-hydrogen insertion with enhanced enantiocontrol.
authors.affiliation: Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA. mdoyle@u.arizona.edu
authors.forename: Michael P
authors.initials: MP
authors.lastname: Doyle
authors.forename: Wenhao
authors.initials: W
authors.lastname: Hu
authors.forename: Andrew G H
authors.initials: AG
authors.lastname: Wee
authors.forename: Zhongyi
authors.initials: Z
authors.lastname: Wang
authors.forename: Sammy C
authors.initials: SC
authors.lastname: Duncan
mesh_terms: D002384:Catalysis; D003979:Diazonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D003979:Diazonium Compounds; C011752:diazoacetamide