ChemInform Abstract: An Alternative Enantioselective Synthesis of (+)-Tricyclodecadienone

Autor:	Joop Knol, Bernard Feringa
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Cyclopentadiene chemistry Intramolecular force Enantioselective synthesis chemistry.chemical_element Lithium General Medicine Medicinal chemistry Bar (unit)
Zdroj:	ChemInform. 28
ISSN:	0931-7597
Popis:	The enantiomerically pure endo-cycloadduct (2) under bar obtained from the thermal Diels-Alder reaction of SR-(1-menthyloxy)-2(5H)-furanone with cyclopentadiene is converted into (+)-tricyclo[5.2.1.0(2,6)]decadi-4,8-en-3-one ((+)-(1) under bar) in a one-pot procedure via ring-opening with lithium methyl dimethylphosphonate followed by an intramolecular Wittig-Horner-Emmons reaction in THF. The use of LiBr as additive in this step is highly beneficial to the formation of (1) under bar. (C) 1997 Published by Elsevier Science Ltd.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8970cada621abcea3a24f85139141dd1 https://doi.org/10.1002/chin.199730098 Zobrazit plný text záznamu Plný text