Ethyl (1R*,10S*,12R*,15S*)-4-hydroxy-2-oxo-15-(2-oxo-1-pyrrolidinyl)-9-oxatetracyclo[10.2.2.0^1,10.0^3,8] hexadeca-3,5,7,13-tetraene-13-carboxylate

Abstract:

N-Vinylpirrolidinone reacts with (E)-ethyl 5-hydroxy-3-(4-oxo-4H-chromen-3-yl) acrylate (1) through a domino reaction similar to that reported reaction for ethyl vinyl ether. Inverse electron demand Diels-Alder (IEDDA)-elimination-IEDDA generates isomeric tetracycles 5 and 6. The assignment of the relative stereochemistry of the products was made by comparing the proton couplings with those obtained by reaction with ethyl vinyl ether.

Año de publicación:

2017

Keywords:

• N-vinylpyrrolidinone
• Chromone derivatives
• Domino-reaction
• Inverse electron demand Diels-Alder

Fuente:

scopus

google