A ready diastereoselective synthesis of cis-3-alkyl-1-benzyl-4-ethoxycarbonyl-b-lactams has been developed by galvano- static electrolysis of MeCN–Et4NPF6 solutions and subsequent addition of a N-(ethoxycarbonyl)methyl-N-benzyl-2-bromoalkyl- carboxamide. The yields in b-lactams are very high and the cis isomers have been obtained in a large excess, the cis/trans ratios varying from 87/13 to 93/07.
Electrogenerated cyanomethyl anion in organic synthesis: a simple diastereoselective synthesis of cis-3-alkyl-1-benzyl-4-ethoxycarbonyl-?-lactams / Feroci, Marta; J., Lessard; M., Orsini; Inesi, Achille. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 46:(2005), pp. 8517-8519. [10.1016/j.tetlet.2005.10.008]
Electrogenerated cyanomethyl anion in organic synthesis: a simple diastereoselective synthesis of cis-3-alkyl-1-benzyl-4-ethoxycarbonyl-?-lactams
FEROCI, Marta;INESI, ACHILLE
2005
Abstract
A ready diastereoselective synthesis of cis-3-alkyl-1-benzyl-4-ethoxycarbonyl-b-lactams has been developed by galvano- static electrolysis of MeCN–Et4NPF6 solutions and subsequent addition of a N-(ethoxycarbonyl)methyl-N-benzyl-2-bromoalkyl- carboxamide. The yields in b-lactams are very high and the cis isomers have been obtained in a large excess, the cis/trans ratios varying from 87/13 to 93/07.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
