Kerr, William and Middleditch, Michael and Watson, Allan (2011) New potentially chelating chiral magnesium amide bases for use in enantioselective deprotonation reactions. Synlett (2). pp. 177-180. ISSN 0936-5214Full text not available in this repository. (Request a copy from the Strathclyde author)
A series of chiral secondary amines, incorporating a 5- or 6-membered heterocycle, were synthesised and used to prepare novel chiral magnesium bisamide reagents. These amide bases were subsequently applied within asymmetric deprotonation reactions to probe the potential for chelation-assisted selectivity enhancement. Good levels of selectivity could be achieved (up to 87:13 e.r. (R:S)) across a range of prochiral cyclohexanone substrates when employing a thiophene-derived magnesium bisamide complex.
|Keywords:||asymmetric synthesis, enantioselectivity, heterocycles, enolate, magnesium, Chemistry, Organic Chemistry|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Pure Administrator|
|Date Deposited:||30 Mar 2011 08:51|
|Last modified:||22 Mar 2017 11:14|