Catalytic enantioselective synthesis of sulfinate esters through the dynamic resolution of tert-butanesulfinyl chloride

Autor:	Jared W. Evans, Matthew B. Fierman, Jonathan A. Ellman, Scott J. Miller
Rok vydání:	2004
Předmět:	Chemistry Enantioselective synthesis Homogeneous catalysis General Chemistry Dynamic resolution Biochemistry Chloride Catalysis Colloid and Surface Chemistry Catalyst selectivity medicine Organic chemistry Enantiomer Chiral amine medicine.drug
Zdroj:	Journal of the American Chemical Society. 126(26)
ISSN:	0002-7863
Popis:	Development of a new synthetic route to obtain enantiomerically enriched tert-butanesulfinate esters in excellent yields through catalytic enantioselective sulfinyl transfer is described. As little as 0.5 mol % of chiral amine catalysts was used to couple racemic tert-butanesulfinyl chloride with arylmethyl alcohols to provide sulfinate esters in near quantitative yields and with enantiomeric excesses up to 81%. The method represents the first example of the catalytic dynamic resolution of sulfinyl derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::694bf7ca6c4a4739bf0da1705410b061 https://pubmed.ncbi.nlm.nih.gov/15225052 Zobrazit plný text záznamu