The first organocatalytic carbonyl-ene reaction : isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas
Abstract
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.
Citation
Clarke , M L , Jones , C E S & France , M B 2007 , ' The first organocatalytic carbonyl-ene reaction : isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas ' , Beilstein Journal of Organic Chemistry , vol. 3 , 24 . https://doi.org/10.1186/1860-5397-3-24
Publication
Beilstein Journal of Organic Chemistry
Status
Peer reviewed
Type
Journal article
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