Seto, Masaki and Roizen, Jennifer L. and Stoltz, Brian M. (2008) Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers: Ready Access to C(α)-Tetrasubstituted Hydroxyketones, Acids, and Esters. Angewandte Chemie International Edition, 47 (36). pp. 6873-6876. ISSN 1433-7851. PMCID PMC2762748. http://resolver.caltech.edu/CaltechAUTHORS:20170215-154336630
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Abstract
Adaptive Alkylation: Palladium-catalyzed asymmetric alkylation enables access to fully substituted enantioenriched oxygenated stereocenters, which can be transformed easily to α-hydroxyketones, esters, and acids, providing a catalytic, enantioselective synthesis for natural products.
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| Additional Information: | © 2008 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: March 25, 2008; Revised: May 1, 2008; Published online: July 24, 2008. The authors thank the Takeda Pharmaceutical Company Limited of Japan (postdoctoral fellowship to M.S.), the California Tobacco-Related Disease Research Program of the University of California, Grant Number 14DT-0004 (predoctoral fellowship to J.L.R.), the NIH-NIGMS (R01 GM 080269-01), and Caltech for financial support, Materia, Inc. for their generous donation of catalyst 9 used in these studies, and Dr. S. Virgil, A. Silberstein, and Y. Segawa for experimental assistance. | ||||||||||||
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| Subject Keywords: | alcohols; allylic compounds; asymmetric catalysis; enantioselectivity; palladium | ||||||||||||
| PubMed Central ID: | PMC2762748 | ||||||||||||
| Record Number: | CaltechAUTHORS:20170215-154336630 | ||||||||||||
| Persistent URL: | http://resolver.caltech.edu/CaltechAUTHORS:20170215-154336630 | ||||||||||||
| Official Citation: | Seto, M., Roizen, Jennifer L. and Stoltz, Brian M. (2008), Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers: Ready Access to C(α)-Tetrasubstituted Hydroxyketones, Acids, and Esters. Angewandte Chemie International Edition, 47: 6873–6876. doi:10.1002/anie.200801424 | ||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||
| ID Code: | 74346 | ||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||
| Deposited By: | Tony Diaz | ||||||||||||
| Deposited On: | 16 Feb 2017 00:25 | ||||||||||||
| Last Modified: | 16 Feb 2017 00:25 |
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