Tandem Henry/oxa-Michael route to the 1,3-disubstituted-1,3-dihydrobenzo[c]furan system

Autor:	Otome E. Okoromoba, Frederick A. Luzzio
Rok vydání:	2011
Předmět:	Nitroaldol reaction Isobenzofuran Stereochemistry Aryl Organic Chemistry Biochemistry chemistry.chemical_compound chemistry Furan Intramolecular force Heck reaction Drug Discovery Cinnamates Nitronate
Zdroj:	Tetrahedron Letters. 52:6530-6533
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2011.09.123
Popis:	The reaction of ortho -formyl cinnamates and ortho -formyl-α-benzalketones with suitably substituted alkylnitro compounds in the presence of 1,1,3,3-tetramethylguanidine results in the formation of 1,3-disubstituted dihydroisobenzofurans. The reaction mechanism entails a base-mediated nitronate addition to the aryl formyl group followed by intramolecular alcoholate addition to the unsaturated component that then affords the isobenzofuran system.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::57c1973fee22790cd5f96f65ffc671e8 https://doi.org/10.1016/j.tetlet.2011.09.123 Zobrazit plný text záznamu Full Text from ScienceDirect