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Asymmetric Synthesis of Tetrahydroquinolines via Saegusa-type Oxidative Enamine Catalysis/1,5-Hydride Transfer/Cyclization Sequences
- Suh, Chang Won;
- Woo, Saet Byeol;
- Kim, Dae Young
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91초록
Enantioselective organocatalytic synthesis of tetrahydroquinolines has been achieved via Saegusa-type oxidative enamine catalysis/1,5-hydride transfer/cyclization sequences. The feature of this research is a one-pot transformation of 3-aryl aldehydes into tetrahydroquinolines by using environmentally benign catalytic Saegusa oxidation and highly efficient internal redox reactions. The synthetically useful ring-fused tetrahydroquinoline derivatives were obtained in moderate yields and high levels of enantioselectivity.
키워드
aldehydes; 1; 5-hydride transfer; oxidative enamine catalysis; Saegusa oxidation; tetrahydroquinolines; H BOND FUNCTIONALIZATION; N-BOC-ALDIMINES; ENANTIOSELECTIVE CONJUGATE ADDITION; MANNICH-TYPE REACTIONS; BETA-KETO-ESTERS; BINAPHTHYL-DERIVED ORGANOCATALYSTS; DIPHENYLPROLINOL SILYL ETHER; QUATERNARY AMMONIUM-SALTS; MICHAEL ADDITION; ALPHA,BETA-UNSATURATED ALDEHYDES
- 제목
- Asymmetric Synthesis of Tetrahydroquinolines via Saegusa-type Oxidative Enamine Catalysis/1,5-Hydride Transfer/Cyclization Sequences
- 저자
- Suh, Chang Won; Woo, Saet Byeol; Kim, Dae Young
- 발행일
- 2014-04
- 유형
- Article
- 권
- 3
- 호
- 4
- 페이지
- 399 ~ 402