@article{232d37cce59449759fd55a74b24263da,
title = "Improved synthesis of n-methylcadaverine",
abstract = "Alkaloids compose a large class of natural products, and mono-methylated polyamines are a common intermediate in their biosynthesis. In order to evaluate the role of selectively methylated natural products, synthetic strategies are needed to prepare them. Here, N-methylcadaverine is prepared in 37.3% yield in three steps. The alternative literature two-step strategy resulted in reductive deamination to give N-methylpiperidine as determined by the single crystal structure. A straightforward strategy to obtain the mono-alkylated aliphatic diamine, cadaverine, which avoids potential side-reactions, is demonstrated.",
keywords = "Alkaloid, Granatane, N-methylcadaverine, N-methylpiperidine. reductive deamination",
author = "Anderson, {Kayla N.} and Shiva Moaven and Unruh, {Daniel K.} and Cozzolino, {Anthony F.} and D{\textquoteright}Auria, {John C.}",
note = "Funding Information: Acknowledgments: A.F.C and S.M. are grateful for financial support from the Robert A. Welch Foundation (D-1838, USA). All authors are grateful for financial support from Texas Tech University and the National Science Foundation (NMR instrument grant CHE-1048553). This work was partially funded by the National Science Foundation under grant No. (NSF-1714236) to JCD. Funding Information: A.F.C and S.M. are grateful for financial support from the Robert A. Welch Foundation (D-1838, USA). All authors are grateful for financial support from Texas Tech University and the National Science Foundation (NMR instrument grant CHE-1048553). This work was partially funded by the National Science Foundation under grant No. (NSF-1714236) to JCD. Publisher Copyright: {\textcopyright} 2018 by the authors.",
year = "2018",
doi = "10.3390/molecules23051216",
language = "English",
volume = "23",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "5",
}