Inversion of configuration in the displacement of lithium by hydrogen during a transannular 1,4-hydrogen transfer accompanying a [1,2]-Wittig rearrangement

Autor:	Theodore Cohen, Erik J. Verner
Rok vydání:	1992
Předmět:	chemistry.chemical_compound chemistry Hydrogen Organic Chemistry chemistry.chemical_element Lithium Tetrahydropyran Sigmatropic reaction Primary alcohol Photochemistry Aliphatic compound 1 2-Wittig rearrangement Cope rearrangement
Zdroj:	The Journal of Organic Chemistry. 57:1072-1073
ISSN:	1520-6904 0022-3263
Popis:	The presence of a 4-tert-butyl group on 2-lithio-6-(trans-1-propenyl)tetrahydropyran dramatically changes the rearrangement behavior, inhibiting the formation of [2,3]-Wittig rearrangement product and leading to a 1,4-transannular H-transfer to the lithium-bearing carbon atom with inversion of configuration
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::16411d2d5831ff91de737eebb5648122 https://doi.org/10.1021/jo00030a008 Zobrazit plný text záznamu