Total synthesis of (-)-enigmazole B was achieved for the first time. Highlights of the present synthesis include an olefin cross-metathesis and hemiacetalization/intramolecular oxa-Michael addition sequence for accessing an ( E )-configured enol tosylate, a Sonogashira cross-coupling to assemble all the carbon atoms of the target natural product, a remarkably chemo- and regioselective Au-catalyzed intramolecular alkyne hydroalkoxylation for the construction of the dihydropyran ring, and a Yamaguchi macrolactonization to close the 18-membered macrolactone skeleton.
Keyphrases
- energy transfer
- photodynamic therapy
- acinetobacter baumannii
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- sensitive detection
- room temperature
- cancer therapy
- locally advanced
- combination therapy
- reduced graphene oxide
- squamous cell carcinoma
- escherichia coli
- amino acid
- drug delivery
- quantum dots
- pseudomonas aeruginosa
- gold nanoparticles
- rectal cancer