SHERP

Synthetic Studies toward Madeirolide A
마데이롤라이드 에이의 합성 연구

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Authors
백인환
Advisor
이철범
Major
자연과학대학 화학부
Issue Date
2017
Publisher
서울대학교 대학원
Keywords
Total synthesisPhotoredox catalysisAldol reactionIreland-Claisen rearrangementTsuji-Trost reaction
Description
학위논문 (석사)-- 서울대학교 대학원 : 화학부, 2017. 2. 이철범.
Abstract
Madeirolide A is isolated from the marine sponge Leiodermatium sp., and has been shown to be a potent growth inhibitor of Candida albicans, a pathogenic fungus. Madeirolide A has a complicated structure with a 24-membered macrolactone and 16 stereocenters. The bioactivity and structural complexity make madeirolide A an attractive target for total synthesis. Our approach for the synthesis of madeirolide A is based on the assembly of four fragments – C1-C10 fragment (A ring), C11-C19 fragment (B ring), C20-C27 fragment (C ring), and cinerulose fragments. Using a free radical-mediated reductive cyclization method developed from our group, three oxacycles in the compound have been envisioned to be efficiently created under novel photoredox catalysis of an iridium complex. Described in this thesis are the synthetic studies of the three fragments of madeirolide A.
Language
Korean
URI
http://hdl.handle.net/10371/134950
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College of Humanities (인문대학)Korean Language and Literature (국어국문학과)Others_국어국문학과
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