A General and Expeditious One-Pot Synthesis of Sulfoxides in High Optical Purity from Norephedrine-Derived Sulfamidites

Autor:	Carlos Alemparte, M. Teresa Aranda, Maria M. Zarzuelo, Jose Luis Garcia Ruano
Rok vydání:	2002
Předmět:	chemistry.chemical_compound chemistry Reagent Organic Chemistry One-pot synthesis Organic chemistry Sulfoxide General Medicine Physical and Theoretical Chemistry Enantiomeric excess Biochemistry
Zdroj:	Organic Letters. 5:75-78
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol027232i
Popis:	A general and simple procedure for preparing any kind of enantiomerically enriched sulfoxide starting from norephedrine-derived N-benzyloxycarbonylsulfamidite 3a is reported. After one-pot reaction of 3a with RMgX, HBF(4), and R'MgX, a variety of sulfoxides 6 are obtained in ee usually higher than 93% and isolated yields ranging between 50 and 78%. The obtained configuration is tunable by simply electing the order of the addition of the reagents. [reaction--see text]
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9af28070b9151828e0f868be797a80aa https://doi.org/10.1021/ol027232i Zobrazit plný text záznamu