Lithium tert-Butoxide-catalyzed Hydroboration of Carbonyl Compounds

  • Kim, Jea Ho; 
  • Jaladi, Ashok Kumar; 
  • Kim, Hyun Tae; 
  • An, Duk Keun
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초록

We report the successful hydroboration of aldehydes and ketones with pinacolborane using 1 mol % lithium tert-butoxide under ambient conditions. The present protocol was applicable to various aldehydes and ketones, and the corresponding boronate esters and subsequent alcohols were obtained in good to excellent yields. In addition, this high-yielding practical method could be extended to the reduction of ester groups. Under optimized conditions, (LiOBu)-Bu-t facilitate the hydroboration of ester groups quantitatively.

키워드

Hydroboration; Lithium tert-butoxide; Aldehydes; Ketones; Esters; Pinacolborane (HBpin); SELECTIVE HYDROBORATION; EFFICIENT HYDROBORATION; ALDEHYDES; KETONES; REDUCTION; COMPLEXES; HYDRIDE; ESTERS; DERIVATIVES; REACTIVITY
제목
Lithium tert-Butoxide-catalyzed Hydroboration of Carbonyl Compounds
저자
Kim, Jea Ho; Jaladi, Ashok Kumar; Kim, Hyun Tae; An, Duk Keun
DOI
10.1002/bkcs.11855
발행일
2019-10
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
40
호
10
페이지
971 ~ 975