Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams

Autor:	Paul R. Hanson, Naeem Asad, Salim Javed, Thiwanka Bandara Samarakoon, Qin Zang, Joanna K. Loh
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Sulfonamides Molecular Structure Bicyclic molecule Chemistry Stereochemistry Organic Chemistry Vinyl sulfonamide Stereoisomerism Biochemistry Article Amino acid Bridged Bicyclo Compounds Intramolecular force Pairing Molecule Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 16:82-85
ISSN:	1523-7052 1523-7060
Popis:	A one-pot, sequential protocol is reported that involves complementary ambiphile pairing (CAP) of a vinyl sulfonamide with a variety of unprotected amino acids via aza-Michael addition and subsequent intramolecular amidation. The method generates diverse, sp(3)-rich mono- and bicyclic acyl sultams in a highly scalable manner. Modular pairing of stereochemically rich building blocks allows quick access to all possible isomers. Extension to include one-pot, sequential 3-, 4-, and 5-multicomponent protocols is also discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::98fbfc7d6bddf8ece1ecea5ad5f88e18 https://doi.org/10.1021/ol403070w Zobrazit plný text záznamu