A novel class of nonbiaryl atropisomeric P,O-ligands for palladium-catalyzed asymmetric allylic alkylation |
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Authors: | Dai Wei-Min Yeung Kelly Ka Yim Liu Jin-Teng Zhang Ye Williams Ian D |
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Affiliation: | Department of Chemistry and Open Laboratory of Chirotechnology of The Institute of Molecular Technology for Drug Discovery and Synthesis, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China. chdai@ust.hk |
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Abstract: | [structure: see text]. A novel class of nonbiaryl atropisomeric P,O-ligands possessing an N,N-dialkyl-1-naphthamide skeleton has been synthesized via an efficient chemical resolution process. It represents the first example of axially chiral P,O-ligands devoid of central chirality. Up to 94.7% ee was obtained for the Pd-catalyzed asymmetric allylic alkylation (AAA). Effects of solvent, base, and the bulk of the C8 oxygen group of the P,O-ligand on the AAA reaction were examined. |
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