Synthesis of the Core Framework of the Cornexistins by Intramolecular Nozaki-Hiyama-Kishi Coupling

Autor:	Anthony Aimon, Louis J. Farrugia, J. Stephen Clark
Jazyk:	angličtina
Rok vydání:	2019
Předmět:	cornexistins nonadride natural product herbicide nine-membered carbocycle Nozaki-Hiyama-Kishi reaction cyclisation Organic chemistry QD241-441
Zdroj:	Molecules, Vol 24, Iss 14, p 2654 (2019)
Druh dokumentu:	article
ISSN:	1420-3049 24142654
DOI:	10.3390/molecules24142654
Popis:	A new and direct approach to the construction of the core framework of the herbicidal natural products cornexistin and hydroxycornexistin has been developed. Formation of the nine-membered carbocycle found in the natural products has been accomplished by an intramolecular Nozaki-Hiyama-Kishi reaction between a vinylic iodide and an aldehyde. Good yields of carbocyclic products were obtained from the reaction, but diastereomeric mixtures of allylic alcohols were produced. The cyclisation reaction was successful irrespective of the relative configuration of the stereogenic centres in the cyclisation precursor.
Databáze:	Directory of Open Access Journals
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