abs

학술발표회초록보기

초록문의 abstract@kcsnet.or.kr

결제문의 member@kcsnet.or.kr

현재 가능한 작업은 아래와 같습니다.
  • 09월 03일 23시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제122회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Total Syntheses of (-)-tubifolidine and Uleine via Regioselective Fischer Indole Synthesis

등록일
2018년 8월 30일 16시 55분 46초
접수번호
2135
발표코드
ORGN.P-274 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 18일 (목요일) 11:00~12:30
발표형식
포스터
발표분야
Organic Chemistry
저자 및
공동저자
Jeonghwa Kim, Dong-Hyun Kim, Cheon-Gyu Cho*
Department of Chemistry, Hanyang University, Korea

We have previously reported a synthesis of ene-hydrazide from enol triflate and a subsequent indolization reaction as a new entry to the regioselective Fischer indole synthesis.1 In this process, a base-catalyzed intramolecular aza-Michael reaction, in situ trapping of the resulting enolate, and subsequent C-N coupling with phenyl hydrazide afforded the key ene-hydrazides. This new synthetic strategy has been successfully applied to the total synthesis of (+)-aspidospermidine and (-)-tabersonine.2 Toward further development of our strategy, we have envisaged a new synthetic route to (-)-tubifolidine and uleine. With carbamate 1 and 5, the carbamic anion mediated Michael addition followed by triflation will give bicyclic compound 2 and 6. Buchwald-Hartwig type amination and regioselective Fischer indolization under Lewis acidic conditions would selectively afford desired indole 4 and 8. Presented herein are the progress toward the syntheses of (-)-tubifolidine and uleine.


상단으로