An Intramolecular Oxo Diels—Alder Approach to 1-Oxo-1,2,3,3a-4,7a-hexahydro-pyrano[3,4-c]pyrrole-4-carboxylic Acid Ethyl Esters

Autor:	Sengen Sun, Ignatius J. Turchi, Dorota Sawicka, Amy Maden, Pranab Mishra, William V. Murray
Rok vydání:	2004
Předmět:	chemistry.chemical_classification Carboxylic acid Organic Chemistry General Medicine Ethyl ester Biochemistry Medicinal chemistry Cycloaddition chemistry.chemical_compound chemistry Ab initio quantum chemistry methods Intramolecular force Drug Discovery Diels alder Organic chemistry Pyrrole
Zdroj:	ChemInform. 35
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200410130
Popis:	The diastereoselective synthesis of a series of 1-oxo-1,2,3,3a,4,7a-hexahydro-pyrano[3,4-c]pyrrole-4-carboxylic acid ethyl esters via an oxo Diels–Alder reaction is described. Ab initio calculations predicted the products of the exo cycloaddition to be the thermodynamic products while the products resulting from the endo cycloaddition were predicted to be the kinetic products. The calculations were born out by experimental data.
Databáze:	OpenAIRE
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