The first organocatalytic carbonyl-ene reaction : isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas
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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.
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
Beilstein Journal of Organic Chemistry
© 2007 Clarke et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
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