Borane promoted aryl transfer reaction for the synthesis of &#945;-aryl functionalised ß-hydroxy and ß-keto esters.

Kaehler, Tanja; Lorenz, Jonas; Ould, Darren M C; Engl, Dorothea; Santi, Micol; Gierlichs, Lukas; Wirth, Thomas; Melen, Rebecca L

Borane promoted aryl transfer reaction for the synthesis of α-aryl functionalised ß-hydroxy and ß-keto esters.

Kaehler, Tanja; Lorenz, Jonas; Ould, Darren M C; Engl, Dorothea; Santi, Micol; Gierlichs, Lukas; Wirth, Thomas; Melen, Rebecca L.

Affiliation

Kaehler T; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Lorenz J; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Ould DMC; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Engl D; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Santi M; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Gierlichs L; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Wirth T; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
Melen RL; Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.

Org Biomol Chem ; 20(21): 4298-4302, 2022 06 01.

Article in En | MEDLINE | ID: mdl-35575126

ABSTRACT

ABSTRACT

The synthesis of a series of α-aryl or α-alkyl functionalised ß-hydroxy and ß-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%.

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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Boranes / Esters Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country: Publication country: ENGLAND / ESCOCIA / GB / GREAT BRITAIN / INGLATERRA / REINO UNIDO / SCOTLAND / UK / UNITED KINGDOM

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