Published August 25, 2008 | Version Supplemental Material + Accepted Version
Journal Article Open

Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers: Ready Access to C(α)-Tetrasubstituted Hydroxyketones, Acids, and Esters

  • 1. ROR icon California Institute of Technology

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.

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.

Attached Files

Accepted Version - nihms60669.pdf

Supplemental Material - anie_200801424_sm_miscellaneous_information.pdf

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anie_200801424_sm_miscellaneous_information.pdf

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Additional details

Identifiers

PMCID
PMC2762748
Eprint ID
74346
DOI
10.1002/anie.200801424
Resolver ID
CaltechAUTHORS:20170215-154336630

Funding

Takeda Pharmaceutical Company Limited
California Tobacco-Related Disease Research Program
14DT-0004
NIH
R01GM080269-01
Caltech

Dates

Created
2017-02-16
Created from EPrint's datestamp field
Updated
2021-11-11
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