Entry into the homotriquinacene ring system via a silyl directed, acid catalyzed rearrangement of a 11-trimethylsilyl-tetracyclo[8.1.0.03,7.04,11]undeca-5,8-diene ring system

Autor:	Zeinab Shafie-Khorassani, James H. Rigby, Saptarshi De
Rok vydání:	2013
Předmět:	Trimethylsilyl Diene Silylation Stereochemistry Organic Chemistry Ring (chemistry) Biochemistry Cyclopropane chemistry.chemical_compound Carbenium ion chemistry Nucleophile Drug Discovery Moiety
Zdroj:	Tetrahedron Letters. 54:1208-1210
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2012.12.050
Popis:	A novel, acid catalyzed rearrangement of the 11-trimethylsilyl-tetracyclo[8.1.0.0 3,7 .0 4,11 ]undeca-5,8-diene ring system was observed. The trimethylsilyl substitution on the cyclopropane moiety was found to be crucial for rapid, high yielding formation of the unusual homotriquinacene ring system. The transformation is presumed to proceed via a series of carbenium ion intermediates that can be trapped with suitable nucleophiles.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3380ffa0d34332fa5187a676b46fda46 https://doi.org/10.1016/j.tetlet.2012.12.050 Zobrazit plný text záznamu Full Text from ScienceDirect