α-Sulfinyl Carbanions as A New Source of Olefins

Autor:	Jos P. Varghese, Ilan Marek, Adi Abramovitch
Rok vydání:	2004
Předmět:	Tandem Chemistry Organic Chemistry chemistry.chemical_element General Medicine Zinc Biochemistry Medicinal chemistry Transmetalation chemistry.chemical_compound Organic chemistry Physical and Theoretical Chemistry Carbenoid Derivative (chemistry) Carbanion Zincate
Zdroj:	Organic Letters. 6:621-623
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol036450o
Popis:	[reaction: see text] Secondary alpha-lithiosulfinyl carbanions react either intermolecularly, after transmetalation into an organocopper derivative in an S(N)2-type process with zinc carbenoid, or intramolecularly via higher-order zincate to give, through a tandem zinc homologation-beta-elimination reaction the corresponding alkenes. alpha,alpha-Disubstituted alkenes are only formed from tertiary alpha-lithiosulfinyl carbanions via the 1,2-metalate rearrangement.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7c08c2b7dfdf7c14978420c679a21b86 https://doi.org/10.1021/ol036450o Zobrazit plný text záznamu