Diastereoselective synthesis of quaternary alpha-amino acids from diketopiperazine templates
- Davies, Stephen G.
- Garner, A. Christopher
- Ouzman, Jaqueline V. A.
- Roberts, Paul M.
- Smith, Andrew D.
- Snow, Emma J.
- Thomson, James E.
- Tamayo, Juan A.
- Vickers, Richard J.
Publication date
January 2007
DOIAbstract
Sequential enolate alkylations of (S)- N(1)-methyl-5-methoxy-6-isopropyl-3,6-dihydropyrazin-2-one and ( S)- N( 1)- p-methoxybenzyl-5-methoxy-6-isopropyl-3,6-dihydropyrazin-2-one proceed with excellent levels of diastereoselectivity (> 90% de) affording quaternary alpha-amino acids in high enantiomeric excess (> 98% ee) after deprotection and hydrolysis.</p
Add to ORKG