α-Regioselective construction of gem-bisprenyl structures via zinc-mediated prenylation of esters in THF

Autor:	Li-Jing Wan, Rui Sun, Shu-Qing Zhang, Feng-Yan Ma, Li-Ming Zhao
Rok vydání:	2013
Předmět:	Steric effects Addition reaction Organic Chemistry chemistry.chemical_element Regioselectivity Zinc Biochemistry Medicinal chemistry Steric repulsion chemistry.chemical_compound chemistry Prenylation Bromide Reagent Drug Discovery
Zdroj:	Tetrahedron. 69:7970-7974
ISSN:	0040-4020
Popis:	The in situ generated prenylzinc reagent from the reaction of zinc with prenyl bromide has been shown to undergo a new type of α-regioselective addition reaction with a wide range of esters that affords gem-bisprenyl structures. The reaction proceeds under mild conditions to provide α,α′-adducts with complete α-regioselectivity. A mechanism with the consideration of the steric factors is proposed to account for the regioselective results.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::30b532c37dfa14b3d22d5746192db39c https://doi.org/10.1016/j.tet.2013.07.008 Zobrazit plný text záznamu Full Text from ScienceDirect