Journal
ORGANIC LETTERS
Volume 17, Issue 16, Pages 4114-4117Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02139
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Funding
- MINECO [CTQ2014-60256-P]
- Severo Ochoa Excellence Accreditation [SEV-2013-0319]
- ICIQ Foundation
- ICREA Funding Source: Custom
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Enantiopure sulfoxides are valuable precursors of organosulfur compounds with broad application in organic and pharmaceutical chemistry. An unprecedented strategy for obtaining highly enantioenriched sulfoxides based on a hydrogenative kinetic resolution using Rh-complexes of phosphine-phosphite ligands as catalysts is reported. After optimization, highly efficient conditions for the kinetic resolution of racemic sulfoxides have been identified. This methodology has been applied to a set of racemic aralkyl or aryl vinyl sulfoxides and allowed the isolation of both recovered and reduced products in excellent yields and enantioselectivities (up to 99% and 97% ee, respectively; 16 examples).
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