Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions

Autor:	Dean J. Tantillo, Young J. Hong, Christopher M. Rasik, M. Kevin Brown
Rok vydání:	2014
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Stereochemistry Alkene Organic Chemistry Ketene Lewis acids and bases Physical and Theoretical Chemistry Biochemistry Cycloaddition
Zdroj:	Organic letters. 16(19)
ISSN:	1523-7052
Popis:	A detailed analysis of a Lewis acid promoted ketene–alkene [2 + 2] cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene–alkene [2 + 2] cycloadditions. The model is supported with both experimental and computational results.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b0b867f1a3da21e85cf4a794910348aa https://pubmed.ncbi.nlm.nih.gov/25230201 Zobrazit plný text záznamu