Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 6, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101475
Keywords
Alcohols; Isothiourea; Kinetic resolution; Organocatalysis; Quaternary stereocenters
Categories
Funding
- Aix-Marseille University
- ANR (Agence Nationale de la Recherche) (AMPLI project) [ANR-18-CE07-0036]
- CNRS
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This paper describes an efficient enantioselective kinetic resolution method for the separation of secondary alcohols with a quaternary stereocenter. It utilizes a commercially available chiral isothiourea organocatalyst and achieves high levels of stereoselectivity in a wide range.
In the present paper, we described the efficient enantioselective kinetic resolution (KR) of racemic diastereocontrolled secondary alcohols bearing a quaternary stereocenter using a commercially available chiral isothiourea organocatalyst. This methodology is a general KR leading to the enantiocontrol of acyclic quaternary stereocenter with high levels of stereoselectivity (s up to 185) on a large scope. The hydroxyl function can easily serve as a traceless group by oxidation or reduction process.
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