Stereoselective Michael additions of lithiated ortho-sulfinylbenzyl carbanions derived from α-amino nitriles

Autor:	Francisco Tato, José L. García Ruano, Laura Moreno, Esther Torrente, Ana M. Martín-Castro
Rok vydání:	2013
Předmět:	Cyclopentenone chemistry.chemical_compound chemistry Asymmetric carbon Michael reaction Enantioselective synthesis chemistry.chemical_element Molecule Organic chemistry Lithium Stereoselectivity General Chemistry Carbanion
Zdroj:	Journal of Sulfur Chemistry. 34:559-565
ISSN:	1741-6000 1741-5993
DOI:	10.1080/17415993.2013.779698
Popis:	Enantiomerically pure α -substituted α -amino ortho-sulfinylphenylacetonitriles have been readily prepared by the reaction of diastereoisomeric mixtures of α -amino phenylacetonitriles with differently sized cycloalkenones and 2-methyl cyclopentenone in the presence of lithium bases. The reactions proceeded with high levels of stereoselectivity, generating molecules containing up to three asymmetric carbon centers in just one synthetic step.
Databáze:	OpenAIRE
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