@article{0097e62886a5438d88f03a680e0f6e3a,
title = "Convergent approach to the maduropeptin chromophore: Aryl ether formation of (R)-3-aryl-3-hydroxypropanamide and cyclization of macrolactam",
abstract = "Efficient enantioselective syntheses of the functionalized phenol and diethynylcyclopentene moiety of the maduropeptin chromophore were achieved. Their CsF-mediated coupling yielded a sterically congested aryl propargyl ether. The subsequent intramolecular Sonogashira coupling reaction between the vinyl iodide and diethynyl groups occurred at the appropriate position to yield a macrolactam, which was accompanied by Pd-mediated enyne-yne benzannulation.",
keywords = "Aryl ether formation, Benzannulation, Enantioselective synthesis, Macrolactam, Maduropeptin chromophore",
author = "Nobuki Kato and Satoshi Shimamura and Safraz Khan and Fumiyo Takeda and Yoko Kikai and Masahiro Hirama",
note = "Funding Information: This work was supported by CREST, Japan Science and Technology Corporation (JST). We thank Dr. Chizuko Kabuto for her assistance in X-ray crystallographic analysis, and Mr. Kazuo Sasaki for his detailed NMR spectroscopic analysis. A fellowship to N. K. from the Japanese Society for the Promotion of Science (JSPS) for Young Japanese Scientists and a postdoctoral fellowship to S. K. from JSPS are gratefully acknowledged. We are grateful to ZEON CORPORATION for cyclopentenone.",
year = "2004",
month = mar,
day = "29",
doi = "10.1016/j.tet.2004.02.020",
language = "English",
volume = "60",
pages = "3161--3172",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "14",
}