Highly Stereoselective Vinylogous Pummerer Reaction Mediated by Me3SiX

Autor:	Albert Padwa, M. Teresa Aranda, José Alemán, Maria J. Arevalo, Jose Luis Garcia Ruano
Rok vydání:	2004
Předmět:	chemistry.chemical_compound Oxygen atom Trimethylsilyl Chemistry Yield (chemistry) Pummerer rearrangement Organic Chemistry Halide Stereoselectivity Physical and Theoretical Chemistry Biochemistry Medicinal chemistry Carbanion
Zdroj:	Organic Letters. 7:19-22
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol048054r
Popis:	A highly stereoselective vinylogous Pummerer rearrangement involving 1,4-migration of the sulfinyl oxygen atom occurs when ortho-sulfinyl benzyl carbanions are treated with trimethylsilyl halides. The reaction proceeds in good yield and affords optically pure benzyl alcohols with extremely high enantioselectivity (ee > 98%).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a1f23b0c2c27123c738d6b4f7b413c7e https://doi.org/10.1021/ol048054r Zobrazit plný text záznamu