期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 56, 页码 12862-12867出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001773
关键词
antiproliferative activity; macrocycles; natural products; total synthesis
资金
- JSPS KAKENHI [JP18K05126]
- Nagase Science and Technology Foundation
The catalytic asymmetric total synthesis of (-)-exiguolide, a complex 20-membered macrolide embedded with a bis(tetrahydropyran) motif, is reported. The convergent synthesis involves the construction of the C1-C11 tetrahydropyran segment via catalytic asymmetric allylation and Prins cyclization, and the formation of the C12-C21 phosphonate segment via catalytic asymmetric cyclocondensation reaction and Johnson-Claisen rearrangement. The synthesis of 15-epi-exiguolide is also described.
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