The first organocatalytic carbonyl-ene reaction: isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas

Autor: Matthew L. Clarke, Charlotte E. S. Jones, Marcia B. France
Jazyk: angličtina
Rok vydání: 2007
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 3, Iss 1, p 24 (2007)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.1186/1860-5397-3-24
Popis: Intramolecular carbonyl ene reactions of highly activated enophiles can be catalysed by H-bonding thio-ureas to give tertiary alcohols in high yields without extensive isomerisation side products. An asymmetric variant of this reaction was realised using a chiral thiourea but was limited by low enantioselectivity (up to 33% e.e.) and low turnover frequencies.
Databáze: Directory of Open Access Journals