Z/E Stereoselective synthesis of β-bromo Baylis–Hillman ketones using MgBr2 as promoter via a one-pot three-component reaction

Autor:	Richard L. Jasoni, Paul W. Paré, Jiali Hu, Han-Xun Wei, Guigen Li
Rok vydání:	2004
Předmět:	Turn (biochemistry) Bromine chemistry Component (thermodynamics) Organic Chemistry Drug Discovery Organic chemistry chemistry.chemical_element Stereoselectivity Biochemistry Adduct
Zdroj:	Tetrahedron. 60:10233-10237
ISSN:	0040-4020
DOI:	10.1016/j.tet.2004.08.097
Popis:	The first time steroselective synthesis of ( Z )-β-bromo Baylis–Hillman ketones has been achieved using a one-pot three-component reaction. The new system uses MgBr 2 as both the Lewis acidic promoter and the bromine source for the Michael-type addition with α,β-acetylenic ketones to form an active β-bromo allenolate intermediate, which in turn attacks various aldehydes to afford β-bromo Baylis–Hillman adducts in good yields and Z -selectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bba96d4c9a215c0fccaeda6db77a8577 https://doi.org/10.1016/j.tet.2004.08.097 Zobrazit plný text záznamu Full Text from ScienceDirect