@article{fb7a4428cb864e30b6e262b87743f723,
title = "Asymmetric Total Synthesis of (−)-Stemonamine and Its Stereochemical Stability",
abstract = "The first asymmetric total synthesis of (−)-stemonamine is described. The key reactions included intramolecular acylation to construct the seven-membered ring and a tandem [2+2] cycloaddition-Dieckmann condensation reaction using an ynolate to form the fully substituted cyclopentenone moiety. Racemization and epimerization of the natural product were first experimentally demonstrated.",
author = "Satoshi Fujita and Keisuke Nishikawa and Takayuki Iwata and Taishi Tomiyama and Hiroshi Ikenaga and Kenji Matsumoto and Mitsuru Shindo",
note = "Funding Information: This work was partially supported by JSPS KAKENHI Grant Number (No. JP22390002, JP24106731, JP16H01157, JP26293004, JP17K14449), Science and Technology Research Promotion Program for Agriculture, Forestry, Fisheries and Food industry (M.S.) and the MEXT Project of “Integrated Research Consortium on Chemical Sciences” (T.I.). This work was performed under the Cooperative Research Program of “Network Joint Research Center for Materials and Devices.” We thank Mr. T. Matsumoto at Kyushu University for the X-ray crystal structure analyses. We are grateful to Prof. K. Tomooka, and Dr. K. Igawa at Kyushu University for instruction on the chiral HPLC analysis and determination of half-lives. Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2018",
month = feb,
day = "1",
doi = "10.1002/chem.201706057",
language = "English",
volume = "24",
pages = "1539--1543",
journal = "Chemistry - A European Journal",
issn = "0947-6539",
publisher = "Wiley-VCH Verlag",
number = "7",
}