New synthesis of vaulted biaryl ligands via the Snieckus phenol synthesis |
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Authors: | Yu Su Rabalakos Constantinos Mitchell William D Wulff William D |
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Institution: | Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA. |
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Abstract: | reaction: see text] In an effort to develop a synthesis of the VAPOL ligand that avoids the use of a chromium carbene complex, a route was examined that involved the annulation of a naphthalene carboxamide via the method of Snieckus. The latter derivatives could be converted in a two-step sequence to 2-phenyl-4-phenanthrols in 60-72% overall yields. The utility of this method for the synthesis of VAPOL derivatives is demonstrated in the synthesis of (S)-7,7'-dimethyl-VAPOL. |
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