Catalytic asymmetric allylations of achiral and chiral aldehydes via BINOL–Zr complex

Autor:	Michio Kurosu, Miguel Lorca
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Tandem Chemistry Organic Chemistry Drug Discovery Organic chemistry Biochemistry Aldehyde Catalysis
Zdroj:	Tetrahedron Letters. 43:1765-1769
ISSN:	0040-4039
Popis:	The complex generated from BINOL, Zr(O t Bu) 4 , and 4 A MS in toluene–pivalonitrile is very effective for catalytic asymmetric allylation of aldehydes using allyltributyltin. The reactions of achiral aldehyde under these conditions are completed within 3 h using 10–20 mol% of the complex at −20°C. The ees of homoallylic alcohols can be enhanced up to 98% via the tandem asymmetric allylation–Oppenauer oxidations. The scope and limitations of these conditions for β-alkoxy aldehydes were extensively examined.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::24bb7aea91271a858f521dcbcd0b5b23 https://doi.org/10.1016/s0040-4039(02)00139-9 Zobrazit plný text záznamu Full Text from ScienceDirect