Synthesis of enantioenriched sulfoxides

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GOM_SynthesisPV2011.pdf(1.96 MB)
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Date
2011-03-12
Authors
O'Mahony, Graham E.
Kelly, Padraig
Lawrence, Simon E.
Maguire, Anita R.
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ARKAT USA
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Research Projects
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Abstract
This review discusses strategies for the asymmetric synthesis of sulfoxides, compounds with many applications in stereoselective synthesis and in some cases with pharmaceutical application. The review describes asymmetric oxidation, including metal catalyzed and non-metal and biological oxidation processes, in addition to synthetic approaches via nucleophilic substitution of appropriately substituted precursors. Kinetic resolution in oxidation of sulfoxides to the analogous sulfones is also discussed; in certain instances, access to enantioenriched sulfoxides can be achieved via a combination of asymmetric sulfide oxidation and complementary kinetic resolution in sulfoxide oxidation.
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Keywords
Sulfide oxidation , Sulfoxides , Asymmetric synthesis , Enantioselective synthesis , Kinetic resolution
Citation
O'MAHONY, G.E., KELLY, P., LAWRENCE, S.E., MAGUIRE, A.R., 2011. Synthesis of enantioenriched sulfoxides. ARKIVOC, 1-110.
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©ARKAT-USA, Inc.