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Influences of catalyst configuration and catalyst loading on selectivities in reactions of diazoacetamides. Barrier to equilibrium between diastereomeric conformations
Authors:Doyle Michael P  Hu Wenhao  Wee Andrew G H  Wang Zhongyi  Duncan Sammy C
Affiliation:Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA. mdoyle@u.arizona.edu
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.
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