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제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Asymmetric Catalytic C-H Insertion Reaction of Diazoamides Using Chiral Lewis Acid Catalyst

등록일
2015년 9월 3일 09시 52분 22초
접수번호
1175
발표코드
ORGN.P-404 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 15일 (목요일) 11:00~12:30
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
신성호, 백은희, 심수용, 김태형, 정현실, 김재연, 김승태, 류도현*
성균관대학교 화학과, Korea
C-H insertion reaction, a Lewis acid catalyzed reaction of alkyl diazoesters with aldehydes, is a powerful synthetic method to construct β-keto carbonyl compounds, which have been utilized in the synthesis of natural products. An asymmetric variant of this transformation was previously effected using the chiral-auxiliary-based approach. Also catalytic C-H insertion reaction was developed using chiral N,N’-dioxide?scandium(III) complexes., A successful example of catalytic asymmetric C-H insertion reaction of α-alkyl diazoesters with both aromatic and aliphatic aldehydes was recently reported by our group. As an application of this synthetic method, chiral α-aryl-β-hydroxy amides were prepared by the following sequential reactions; selective C-H bond insertion reaction and carbonyl reduction. Using this methodology, optically active aldol-type compounds were obtained in good yield, high enantioselectivity and excellent diastereoselectivity.

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