@article{1b4df70a87a74b038e32ea7b52883566,
title = "Total synthesis, reactivity, and structural clarification of lindenatriene",
abstract = "The synthesis of lindenatriene (1) and iso-lindenatriene (12) were achieved, along with the des-hydroxy model compounds (10 and 18, respectively), and compared to reported 1H NMR spectra in the literature (1a and 10a). These comparisons clarify the correct initial assignment of lindenatriene (1) as well as its instability and propensity to isomerize into the more thermodynamically favored iso-lindenatriene (12).",
keywords = "Chloranthus, Dimer, Natural products, Sesquiterpene, Total synthesis",
author = "Eagan, {James M.} and Kanyiva, {Kyalo Stephen} and Masahiro Hori and Snyder, {Scott A.}",
note = "Funding Information: We thank Dr. John Decatur and Dr. Yasuhiro Itagaki for NMR spectroscopic and mass spectrometric assistance (Columbia). We also thank the NSF (CHE-0619638) for an X-ray diffractometer and Prof. Gerard Parkin and Dr. Ava Kreider-Mueller for performing the analyses (Columbia). Additionally, we thank Dr. Wesley Sattler for assistance with the DFT calculations (Columbia). Finally, we thank Prof. Ryan Shenvi and Dr. Ruben Martinez (TSRI) for discussions regarding their findings on lindenatriene structure in advance of our publication. Financial support for this work was provided by the National Institutes of Health ( R01-GM84994 ), Bristol–Myers Squibb , Eli Lilly , Amgen , the NSF (Predoctoral Fellowship to J.M.E.), and the IGER program at Nagoya University (Predoctoral Fellowship to M.H.). Funding Information: We thank Dr. John Decatur and Dr. Yasuhiro Itagaki for NMR spectroscopic and mass spectrometric assistance (Columbia). We also thank the NSF (CHE-0619638) for an X-ray diffractometer and Prof. Gerard Parkin and Dr. Ava Kreider-Mueller for performing the analyses (Columbia). Additionally, we thank Dr. Wesley Sattler for assistance with the DFT calculations (Columbia). Finally, we thank Prof. Ryan Shenvi and Dr. Ruben Martinez (TSRI) for discussions regarding their findings on lindenatriene structure in advance of our publication. Financial support for this work was provided by the National Institutes of Health (R01-GM84994), Bristol?Myers Squibb, Eli Lilly, Amgen, the NSF (Predoctoral Fellowship to J.M.E.), and the IGER program at Nagoya University (Predoctoral Fellowship to M.H.). Funding Information: We thank Dr. John Decatur and Dr. Yasuhiro Itagaki for NMR spectroscopic and mass spectrometric assistance (Columbia). We also thank the NSF (CHE-0619638) for an X-ray diffractometer and Prof. Gerard Parkin and Dr. Ava Kreider-Mueller for performing the analyses (Columbia). Additionally, we thank Dr. Wesley Sattler for assistance with the DFT calculations (Columbia). Finally, we thank Prof. Ryan Shenvi and Dr. Ruben Martinez (TSRI) for discussions regarding their findings on lindenatriene structure in advance of our publication. Financial support for this work was provided by the National Institutes of Health (R01-GM84994), Bristol–Myers Squibb, Eli Lilly, Amgen, the NSF (Predoctoral Fellowship to J.M.E.), and the IGER program at Nagoya University (Predoctoral Fellowship to M.H.). Publisher Copyright: {\textcopyright} 2019 Elsevier Ltd",
year = "2019",
month = jun,
day = "14",
doi = "10.1016/j.tet.2019.04.051",
language = "English",
volume = "75",
pages = "3145--3153",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "24",
}