期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 125, 期 40, 页码 12172-12178出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja036713+
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资金
- NCI NIH HHS [CA 70375] Funding Source: Medline
- NIGMS NIH HHS [GM49631] Funding Source: Medline
The first total synthesis of paraherquamide A, a potent anthelmintic agent isolated from various Penicillium sp. with promising activity against drug-resistant intestinal parasites, is reported. Key steps in this asymmetric, stereocontrolled total synthesis include a new enantioselective synthesis of alpha-alkylated-beta-hydroxyproline derivatives to access the substituted proline nucleus and a highly diastereoselective intramolecular S(N)2' cyclization to generate the core bicyclo[2.2.2]diazaoctane ring system.
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