Your browser doesn't support javascript.
loading
One-Pot Conversion of N-Allyl-α-cyano Esters to α-Allyl-α-cyano Lactams through a Hydrolysis/Ketene Formation/Cyclization/Claisen Rearrangement Sequence.
Shen, Mei-Hua; Han, Mei; Xu, Hua-Dong.
Afiliação
  • Shen MH; School of Pharmaceutical Engineering and Life Science, Changzhou University , 1 Middle Gehu Road, Changzhou, Jiangsu Province 213164, China.
  • Han M; School of Pharmaceutical Engineering and Life Science, Changzhou University , 1 Middle Gehu Road, Changzhou, Jiangsu Province 213164, China.
  • Xu HD; School of Pharmaceutical Engineering and Life Science, Changzhou University , 1 Middle Gehu Road, Changzhou, Jiangsu Province 213164, China.
Org Lett ; 18(5): 889-91, 2016 Mar 04.
Article em En | MEDLINE | ID: mdl-26872217
An intramolecular ketene aza-Claisen rearrangement is developed for the first time to enable the stereoselective synthesis of α-ally-α-cyano-lactams from N-allyl amino esters. This reaction also exhibits outstanding chemoselectivity when an unsymmetrical bis-N-allyl group is present in the starting molecule. The usefulness of this method is demonstrated by a short synthesis of optically active bicyclolactam from l-proline.
Assuntos

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Prolina / Compostos Alílicos / Lactamas / Nitrilas Idioma: En Ano de publicação: 2016 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Prolina / Compostos Alílicos / Lactamas / Nitrilas Idioma: En Ano de publicação: 2016 Tipo de documento: Article