Borane promoted aryl transfer reaction for the synthesis of α-aryl functionalised β-hydroxy and β-keto esters. Issue 21 (16th May 2022)

• Record Type: Journal Article
• Authors: Kaehler, Tanja; Lorenz, Jonas; Ould, Darren M. C.; Engl, Dorothea; Santi, Micol; Gierlichs, Lukas; Wirth, Thomas; Melen, Rebecca L.
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 21(2022)
• Page Start: 4298
• Page End: 4302
• Publication Date: 2022-05-16
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00643j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The synthesis of a series of α-aryl or α-alkyl functionalised β-hydroxy and β-keto esters has been achieved by reacting α-diazoesters with boranes, and aldehydes, ketones, anhydrides, nitriles, esters or isocyanates. Abstract : The synthesis of a series of α-aryl or α-alkyl functionalised β-hydroxy and β-keto esters has been achieved by reacting α-diazoesters with boranes, and aldehydes, ketones, anhydrides, nitriles, esters or isocyanates. In a mild reaction protocol, 26 examples are presented in yields up to 73%.