Multi?catalytic Enantioselective Synthesis of 1,3?Diols Containing a Tetrasubstituted Fluorinated Stereocenter

نویسندگان

چکیده

The enantioselective construction of fluorohydrins featuring a tetrasubstituted stereocenter embedded in complex frameworks represents an important challenge. Herein, we report multicatalytic strategy enabling the stereoselective preparation new type scaffold containing such challenging fluorohydrin motif. sequence is based on organocatalyzed fluorination ?-disubstituted aldehydes followed by diastereoselective copper-catalyzed decarboxylative aldol reaction. Reduction generated ?-hydroxy ketone Lewis base-catalyzed kinetic resolution enables isolation original fluorinated 1,3-diols with perfect diastereo- and enantio-control.

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ژورنال

عنوان ژورنال: European Journal of Organic Chemistry

سال: 2022

ISSN: ['1434-193X', '1099-0690']

DOI: https://doi.org/10.1002/ejoc.202200031