期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 77, 期 21, 页码 9840-9845出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo301425c
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资金
- CSIR
- UGC, New Delhi
This paper describes the formal total synthesis of (+)-neopeltolide, a cytotoxic macrolide isolated from the marine sponge Neopeltidae. The key features of the synthesis include an asymmetric Evans alkylation to fix the C9-methyl center, Jacobsen hydrolytic kinetic resolution of terminal epoxides followed by their regioselective opening to fix the stereocenters at the C11 and C13 positions, respectively, a Pd-catalyzed oxa-Michael reaction to construct the tetrahydropyran ring, and Yamaguchi macrolactonization to form the macrocyclic core of the molecule.
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