@article{12760bbcc0a44087ba5e1460adaa6723,
title = "Synthesis of (S)-ktedonoketone",
abstract = "The first total synthesis of (S)-ktedonoketone has been accomplished in 16% overall yield from (R)-2-hydroxybutyric acid by an eight-step sequence that features a highly diastereoselective methallylation of a chiral dioxolanone and a nucleophilic addition of α-lithiostyrene to a Weinreb's amide intermediate followed by ring-closing metathesis of the resulting enone to construct an α,β-disubstituted cyclopentenone ring system. The sign of specific rotation of synthetic (S)-ktedonoketone was opposite to that reported for the natural product.",
keywords = "Asymmetric methallylation, Ktedonobacteria, Ktedonoketone, Ring-closing metathesis",
author = "Sayaka Ishii and Katsuya Saito and Shigefumi Kuwahara and Masaru Enomoto",
note = "Funding Information: This work was financially supported by JSPS KAKENHI (Grant No. 19K05837 ), JSPS Core-to-Core Program, A: Advanced Research Networks entitled “Establishment of international agricultural immunology research-core for a quantum improvement in food safety” and AMED (Grant No. JP19am0101100 ). We are grateful to Prof. Igarashi (Toyama Prefectural University) for valuable discussions and to Prof. Yamashita, Dr. Cho, Ms. Taguchi (Tohoku University), Dr. Shimizu and Ms. Nagashima (AIST) for their help with NMR and MS measurements. Funding Information: This work was financially supported by JSPS KAKENHI (Grant No. 19K05837), JSPS Core-to-Core Program, A: Advanced Research Networks entitled ?Establishment of international agricultural immunology research-core for a quantum improvement in food safety? and AMED (Grant No. JP19am0101100). We are grateful to Prof. Igarashi (Toyama Prefectural University) for valuable discussions and to Prof. Yamashita, Dr. Cho, Ms. Taguchi (Tohoku University), Dr. Shimizu and Ms. Nagashima (AIST) for their help with NMR and MS measurements. Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd",
year = "2020",
month = may,
day = "28",
doi = "10.1016/j.tetlet.2020.151915",
language = "English",
volume = "61",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd.",
number = "22",
}