Self-cyclization of (E)-2-(trimethylsilylmethyl)pentadienol derivative. Synthesis of bicyclo[4.3.0]nonane ring systems

Autor:	Masatoshi Okada, Shinya Shinozaki, Chiaki Kuroda, Hideyuki Suzuki
Rok vydání:	2006
Předmět:	chemistry.chemical_compound Bicyclic molecule chemistry Stereochemistry Product (mathematics) Organic Chemistry Drug Discovery Nonane Ring (chemistry) Biochemistry Derivative (chemistry)
Zdroj:	Tetrahedron. 62:726-730
ISSN:	0040-4020
DOI:	10.1016/j.tet.2005.09.146
Popis:	Utility and limitation of the title reaction was studied. When (E)-3-(4-t-butyl- and 4-phenylcyclohex-1-en-1-yl)-2-(trimethylsilylmethyl)prop-2-en-1-ols were treated with Ms2O or MsCl, 3-t-butyl- and 3-phenyl-8-methylbicyclo[4.3.0]nona-1(6),7-dienes were obtained, respectively. The corresponding (Z)-isomer afforded a complex mixture, among which an elimination product was detected. (E)-4-(4-t-Butylcyclohexylidene)-2-(trimethylsilylmethyl)but-2-en-1-ol afforded only elimination product.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8410e152e2beed291de2386c64d53382 https://doi.org/10.1016/j.tet.2005.09.146 Zobrazit plný text záznamu Full Text from ScienceDirect