서지주요정보
Asymmetric reactions using the new chiral indoline derivaties = 새로운 광학활성을 갖는 인돌린 유도체를 이용한 비대칭 유기반응
서명 / 저자 Asymmetric reactions using the new chiral indoline derivaties = 새로운 광학활성을 갖는 인돌린 유도체를 이용한 비대칭 유기반응 / Il-Suk Byun.
저자명 Byun, Il-Suk ; 변일석
발행사항 [대전 : 한국과학기술원, 1995].
Online Access 원문보기 원문인쇄

소장정보

등록번호

8005892

소장위치/청구기호

학술문화관(문화관) 보존서고

DCH 95019

SMS전송

도서상태

이용가능

대출가능

반납예정일

초록정보

Several new indoline and octahydroindole derivatives were synthesized from S-indoline-2-carboxylic acid to use them as chiral auxiliaries and as chiral catalysts in various asymmetric reactions. Diastereoselective reduction ( up to 98 % ee ), alkylation ( up to 98 % ee ), and pinacol coupling reaction ( up to 96 % ee ) of the chiral α-ketoamides 1a and 1b were carried out. The new chiral amide 6b was alkylated with various alkyl halides in high diastereoselectivities ( up to 98 % ee ). Catalytic asymmetric addition of diethylzinc to aldehydes gave the chiral secondary alcohols in high enantiomeric excesses ( up to 97 % ee ) usinf indoline derivatives 6a, 6b, 7a and 7b as chiral catalysts, and the dramatic reversal of the enantiofacial selectivity was observed when octahydroindole derivatives 8a and 8b were used instead of indoline derivatives. Stereocontrolled catalytic asymmetric reductions ( up to 96 % ee ) of alkyl aryl ketones with oxazaborolidines derived from (S)-indoline derivatives 6a and 6b were carried out (S)-indoline derivatives resulted in S-configuration of the secondary alcohols ( up to 96 % ee )and on the contrary, (S)-octahydroindole derivatives 8a and 8b resulted in R- configuration of the secondary alcohols ( up to 90 % ee ).

서지기타정보

서지기타정보
청구기호 {DCH 95019
형태사항 viii, 112 p. : 삽도 ; 26 cm
언어 영어
일반주기 Includes appendix
저자명의 한글표기 : 변일석
지도교수의 영문표기 : Yong-Hae Kim
지도교수의 한글표기 : 김용해
학위논문 학위논문(박사) - 한국과학기술원 : 화학과,
서지주기 Reference : p. 100-104
주제 Indoline
Chiral
Ketoamides
QR CODE qr code