Designed Ligands as Probes for the Catalytic Binding Mode in Mo-Catalyzed Asymmetric Allylic Alkylation We thank the National Science Foundation and the National Institutes of Health for their generous support of the work carried out at Stanford. I.H. thanks the Japan Society for the Promotion of Science for a postdoctoral fellowship. Mass spectra were provided by the Mass Spectrometry Facility at the University of California, San Francisco, which is supported by the NIH Division of Research Resources. - Concepedia

Concepedia

Publication | Closed Access

Designed Ligands as Probes for the Catalytic Binding Mode in Mo-Catalyzed Asymmetric Allylic Alkylation We thank the National Science Foundation and the National Institutes of Health for their generous support of the work carried out at Stanford. I.H. thanks the Japan Society for the Promotion of Science for a postdoctoral fellowship. Mass spectra were provided by the Mass Spectrometry Facility at the University of California, San Francisco, which is supported by the NIH Division of Research Resources.

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2002

Year

Barry M. Trost, Kalindi Dogra, Iwao Hachiya, Takashi Emura, David L. Hughes, Shane W. Krska, Robert A. Reamer, Michael Palucki, Nobuyoshi Yasuda, Paul J. Reider

Angewandte Chemie International Edition

Abstract

Unusual coordination in the asymmetric allylic alkylation catalyzed by molybdenum (see scheme) was revealed by a study on several ligands, for example, 1. Unexpectedly, only the nitrogen atom of one picolinamide group coordinates to Mo, while the other amide group rigidifies the system. Based on the effectiveness of the bisdeprotonated ligand, the observed reaction can be rationalized and new ligands can be designed for asymmetric induction in allylic alkylations.