A new rearrangement pattern of the 4-isoxazoline system is reported. The reaction, starting from 3,3-disubstituted derivatives and leading to α,β-unsaturated amides, proceeds through the quaternarization of the nitrogen atom and involves the heterolytic cleavage of C3-N bond, assisted by the formation of a relatively stable intermediate. The overall process represents a useful conversion of ketones into α,β-unsaturated amides.
New rearrangement of 4-isoxazoline system: conversion of ketones into a,b-unsaturated amides
ROMEO, Giovanni;ROMEO, Roberto
2003-01-01
Abstract
A new rearrangement pattern of the 4-isoxazoline system is reported. The reaction, starting from 3,3-disubstituted derivatives and leading to α,β-unsaturated amides, proceeds through the quaternarization of the nitrogen atom and involves the heterolytic cleavage of C3-N bond, assisted by the formation of a relatively stable intermediate. The overall process represents a useful conversion of ketones into α,β-unsaturated amides.File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
