Practical Asymmetric Synthesis of Trifluoromethyl-Containing Aminoester Using a Modified Davis Protocol

Autor:	Asaf Alimardanov, Afragola Jay Thomas, Gulnaz Khafizova, Jean Schmid
Rok vydání:	2008
Předmět:	chemistry.chemical_classification Trifluoromethyl Organic Chemistry Condensation Enantioselective synthesis Aldehyde chemistry.chemical_compound chemistry Ylide Wittig reaction Organic chemistry Lewis acids and bases Physical and Theoretical Chemistry Hydrate
Zdroj:	Organic Process Research & Development. 12:424-428
ISSN:	1520-586X 1083-6160
DOI:	10.1021/op700259d
Popis:	Practical synthesis of aminoester 1 starting from 1,1,1-trifluoro-3-iodopropane is presented. Use of Ti(Oi-Pr)4 as a Lewis acid for condensation of intermediate aldehyde 8 with (S)-(+)-p-toluenesulfinamide was found to be critical. Conditions for a reproducible and high-yielding Wittig reaction of aldehyde hydrate with phosphorus ylide 4, that appear to have general applicability, are described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::37daf003f7f48d664898f89754e193ed https://doi.org/10.1021/op700259d Zobrazit plný text záznamu