@article{5c199b29381c4fe08d1d6490600fe1a6,
title = "Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling",
abstract = "The first synthesis of the chromanone lactone dimer gonytolide A has been achieved employing vanadium(V)-mediated oxidative coupling of the monomer gonytolide C. An o-bromine blocking group strategy was employed to favor para-para coupling and to enable kinetic resolution of (±)-gonytolide C. Asymmetric conjugate reduction enabled practical kinetic resolution of a chiral, racemic precursor and the asymmetric synthesis of (+)-gonytolide A and its atropisomer.",
author = "Xiaowei Wu and Takayuki Iwata and Adam Scharf and Tian Qin and Reichl, {Kyle D.} and Porco, {John A.}",
note = "Funding Information: We thank the National Institutes of Health (R35 GM-118173) for research support. Work at the BU-CMD is supported by NIH R24 Grant GM-111625. We thank Prof. Scott Miller and Dr. Anthony Metrano (Yale University) for helpful discussions and preliminary experiments. We thank the Uehara Memorial Foundation for a postdoctoral fellowship to T.I., the American Cancer Society for a postdoctoral fellowship to K.D.R. (PF-16-235-01-CDD), Dr. Jeffrey Bacon (Boston University) for X-ray crystal structure analyses, and Prof. Haruhisa Kikuchi (Tohoku University) for providing a natural sample of gonytolide A. NMR (CHE-0619339) and MS (CHE-0443618) facilities at Boston University are supported by the NSF. Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",
year = "2018",
month = may,
day = "9",
doi = "10.1021/jacs.8b02535",
language = "English (US)",
volume = "140",
pages = "5969--5975",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "18",
}