Assembly of Fluorinated Quaternary Stereogenic Centers through Catalytic Enantioselective Detrifluoroacetylative Aldol Reactions1. Issue 20 (24th March 2015)

• Record Type: Journal Article
• Authors: Xie, Chen; Wu, Lingmin; Han, Jianlin; Soloshonok, Vadim A.; Pan, Yi
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 20(2015)
• Page Start: 6019
• Page End: 6023
• Publication Date: 2015-03-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201500908
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A Cu‐catalyzed asymmetric detrifluoroacetylative aldol addition reaction of 2‐fluoro‐1, 3‐diketones/hydrates to aldehydes in the presence of base and chiral bidentate ligand was developed. The reaction was carried out under convenient conditions and tolerated a wide range of substrates, resulting in fluorinated quaternary stereogenic α‐fluoro‐β‐hydroxy ketone products with good chemical yields, diastereo‐ and enantioselectivities. This catalytic asymmetric detrifluoroacetylative aldol addition reaction provides a new approach for the preparation of biologically relevant products containing CF quaternary stereogenic centers.</p> </abstract>