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- Title
Total Synthesis of (−)‐Enigmazole A.
- Authors
Sakurai, Keisuke; Sasaki, Makoto; Fuwa, Haruhiko
- Abstract
Abstract: Total synthesis of (−)‐enigmazole A, 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 δ‐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 α,β‐unsaturated ketone.
- Subjects
MACROLIDE antibiotics synthesis; MOIETIES (Chemistry); MACROCYCLIC compounds; ALKENES
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 18, p5237
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201801561