期刊
SYNLETT
卷 31, 期 17, 页码 1735-1739出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1706415
关键词
DHA metabolite; trihydroxylated DHA; organic synthesis; enyne; Boland reduction; TMSCl; Hansen protocol
资金
- Japan Society for the Promotion of Science (JSPS KAKENHI) [JP15H05904]
- National Institute of Health of The United States of America [R01DK087800-07, R01DK08780007S1, 1R21AG060430, 1R21AG060430S1, 1R21AG066119, R01GM136874]
The C16-C22 fragment with the acetylene terminus was constructed through the asymmetric dihydroxylation of the corresponding olefin, while the 15-iodo-olefin corresponding to the C11-C15 part was prepared via the asymmetric transfer hydrogenation of the corresponding acetylene ketone followed by hydrozirconation/iodination. Both pieces were joined by a Sonogashira coupling, and the product was further converted into the title compound via a Wittig reaction with the remaining C1-C10 segment and Boland reduction using Zn with TMSCl.
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