Magnesium-mediated hydroboration under ambient condition: A reduction of esters, aldehydes, and ketones

  • Han, Hyun Ji
  • Kim, Hyun Tae
  • Kim, Jaeho
  • Jaladi, Ashok Kumar
  • An, Duk Keun
Citations

WEB OF SCIENCE

13
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11

초록

Alkoxymagnesium halide is demonstrated as an effective catalyst for the carbonyl hydroboration of esters, aldehydes, and ketones. This study reports the smooth hydroboration of a variety of esters, aldehydes, and ketones with ethoxymagnesium chloride (EtOMgCl) and pinacolborane under mild reaction conditions (low catalyst loading 0.3 mol% for aldehydes and ketones, 5 mol% for esters, room temperature). Among the tested alkoxymagnesium chlorides, EtOMgCl was the optimum catalyst in terms of yield and selectivity for esters. Moreover, the designed protocol afforded the chemoselective hydroboration of esters in good yields with high selectivity.

키워드

Catalytic hydroborationEstersAldehydes and ketonesEthoxymagnesium chloride (EtOMgCl)Pinacolborane (HBpin)SOLVENT-FREE HYDROBORATIONCATALYTIC HYDROBORATIONCARBONYLHYDROSILYLATIONEFFICIENTALCOHOLS
제목
Magnesium-mediated hydroboration under ambient condition: A reduction of esters, aldehydes, and ketones
저자
Han, Hyun JiKim, Hyun TaeKim, JaehoJaladi, Ashok KumarAn, Duk Keun
DOI
10.1016/j.tet.2023.133500
발행일
2023-08-03
유형
Article
저널명
Tetrahedron
142