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  • 09월 08일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthetic Access toward Highly Substituted Homoallylic α-Silylamines and Their Desilylative Formal [1,3]-Sigmatropic Rearrangement

등록일
2015년 8월 27일 16시 10분 33초
접수번호
0976
발표코드
ORGN.O-6 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
목 10시 : 15분
발표형식
구두발표
발표분야
유기화학 - Oral Presentation of Graduate Scholars in Organic Division
저자 및
공동저자
정욱, 박재욱*, 이영호*
포항공과대학교(POSTECH) 화학과, Korea
A new synthetic strategy for highly substituted homoallylic α-silylamines possessing multiple stereocenters from silylmethyl azides was developed. A notable feature of this transformation was the formation of N-unsubstituted α-silylimine generated by ruthenium catalyst under photolytic condition. Excellent enantio- and diastereoselectivity were noted. Interestingly, the unprecedented desilylative allyl migration was discovered during purification of homoallylic α-silylamines. High level of chirality transfer from substrate to product was also observed. The synthetic utility of this rearrangement for divergent access toward homoallylic amines will be demonstrated. In addition, detailed mechanistic studies will be discussed.

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