Bhat, Vikram and Virgil, Scott C. and Stoltz, Brian M. (2014) Asymmetric synthesis of QUINAP via dynamic kinetic resolution. In: 248th American Chemical Society National Meeting & Exposition, August 10-14, 2014, San Francisco, CA. https://resolver.caltech.edu/CaltechAUTHORS:20140811-150157474
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Abstract
A Pd-catalyzed, atroposelective C-P coupling process has been developed for the asym. synthesis of QUINAP and its derivs. in high enantiomeric excess. Bromide, triflate (OTf) and 4-methanesulfonylbenzenesulfonate (OSs) precursors were studied, leading in the case of the triflate to a novel dynamic kinetic resoln. involving isomerization of an arylpalladium intermediate. The operationally simple methods described in this communication afford these important ligands in good to high yields and selectivity using low catalyst loading (≤3 mol % Pd).
| Item Type: | Conference or Workshop Item (Paper) | ||||||||
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| Additional Information: | © 2014 American Chemical Society. | ||||||||
| Record Number: | CaltechAUTHORS:20140811-150157474 | ||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20140811-150157474 | ||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||
| ID Code: | 48342 | ||||||||
| Collection: | CaltechAUTHORS | ||||||||
| Deposited By: | Tony Diaz | ||||||||
| Deposited On: | 11 Aug 2014 22:05 | ||||||||
| Last Modified: | 09 Mar 2020 13:19 |
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