6-epi-Ieodomycin B와 Analogs의 효율적인 합성법

Title
6-epi-Ieodomycin B와 Analogs의 효율적인 합성법
Alternative Title
Efficient Syntheses of 6-epi-Ieodomycin B and Its Analogs
Author(s)
설재희; 이종석; 박솔; 이희승; 이연주; 신희재
KIOST Author(s)
Lee, Jong Seok(이종석)Lee, Hyi Seung(이희승)Lee, Yeon Ju(이연주)
Alternative Author(s)
설재희; 이종석; 박솔; 이희승; 이연주; 신희재
Publication Year
2014-10-15
Abstract
In our research program aiming to understand the chemical diversity of marine biological resources, four new antimicrobial fatty acids, ieodomycins A-D were discovered from bioassay-guided isolation of the culture extract of a marine Bacillus sp. 09ID194 from sediment in Ieodo, Rupublic of Korea’s southern reef. Due to the structural uniqueness and the biological activities (antimicrobial activities), we initiated the synthetic study of ieodomycins. In this presentation, the efficient synthesis of 6-epi-ieodomycin and its analogs will be described.The efficient syntheses of 6-epi-ieodomycin B and its analogs are described in this presentation. Our synthesis features (1) Ti-catalyzed asymmetric allylation of an aldehyde. (2) Stereoselective iodolactonization. (3) The Lewis Acid catalyzed Allylation of ketone with potassium allyltrifluoroborate. (4) Dehydration of allylic alcohol with Burgess reagent.us sp. 09ID194 from sediment in Ieodo, Rupublic of Korea’s southern reef. Due to the structural uniqueness and the biological activities (antimicrobial activities), we initiated the synthetic study of ieodomycins. In this presentation, the efficient synthesis of 6-epi-ieodomycin and its analogs will be described.The efficient syntheses of 6-epi-ieodomycin B and its analogs are described in this presentation. Our synthesis features (1) Ti-catalyzed asymmetric allylation of an aldehyde. (2) Stereoselective iodolactonization. (3) The Lewis Acid catalyzed Allylation of ketone with potassium allyltrifluoroborate. (4) Dehydration of allylic alcohol with Burgess reagent.
URI
https://sciwatch.kiost.ac.kr/handle/2020.kiost/25968
Bibliographic Citation
The 114th General Meeting of the Korean Chemical Society, pp.57, 2014
Publisher
대한화학회
Type
Conference
Language
English
Publisher
대한화학회
Related Researcher
Research Interests

Marine Natural Products,Organic Chemistry,해양천연물,유기화학

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