Stereoselective Total Syntheses of Tsaokopyranols (–)-E, (–)-L, (+)-M, (+)- Jughopnin J, and (–)-Engelheptanoxide A

Author(s)
손유희
Alternative Author(s)
Yuhui Son
Advisor
이동주
Department
일반대학원 약학과
Publisher
The Graduate School, Ajou University
Publication Year
2022-02
Language
eng
Keyword
(+)-Jughopnin J(+)-Tsaokopyranol M(–)-Engelheptanoxide A(–)-Tsaokopyranol E(–)-Tsaokopyranol LDehydrogenative cycloetherificationDiastereoselectivityNatural Productstrans-2-Alkyl-6-aryl-36-dihydro2H-pyran
Alternative Abstract
The stereoselective total syntheses of naturally occurring bioactive 2,6-epoxydiarylheptanoids tsaokopyranols (–)-E, (–)-L, (+)-M, (+)-jughopnin J, and (–)-engelheptanoxide A have been accomplished in 4–6 steps starting from a chiral epoxide utilizing dehydrogenative cycloetherification and epimerization of trans- to cis-2-alkyl-6-aryl-3,6-dihydro-2H-pyran framework as the key steps. The absolute configuration of natural tsaokopyranol L was revised.
URI
https://dspace.ajou.ac.kr/handle/2018.oak/21182
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Graduate School of Ajou University > Department of Pharmacy > 3. Theses(Master)
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