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Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution

Abstract : 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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https://hal.archives-ouvertes.fr/hal-03615865
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Submitted on : Monday, March 21, 2022 - 11:14:21 PM
Last modification on : Monday, April 4, 2022 - 4:42:22 PM

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Xueyang Liu, Jean‐marc Pons, Valérie Monnier, Laurence Charles, Adrien Quintard, et al.. Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2022, 2022 (6), ⟨10.1002/ejoc.202101475⟩. ⟨hal-03615865⟩

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