期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 18, 页码 5143-5146出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201801561
关键词
macrocycles; metathesis; natural products; rearrangement; total synthesis
资金
- Asahi Glass Foundation
Total synthesis of (-)-enigmazoleA, a marine macrolide natural product with cytotoxic activity, has been accomplished. The tetrahydropyran moiety was constructed by means of a domino olefin cross-metathesis/intramolecular oxa-Michael addition of a -hydroxy olefin. After coupling of advanced intermediates, the macrocycle was formed through gold-catalyzed rearrangement of a propargylic benzoate, followed by ring-closing metathesis of the resultant ,-unsaturated ketone.
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