The chemistry of 2-alkenyl-5(4H)-oxazolones. VIII acid-catalyzed reaction with alcohols
作者:Steven M. Heilmann、Dean M. Moren、Larry R. Krepski、Sadanand V. Pathre、Jerald K. Rasmussen、John Stevens
DOI:10.1016/s0040-4020(98)00751-0
日期:1998.10
The acid-catalyzed reaction of 4,4-dimethyl-2-vinyl-5(4H)-oxazolone with primary alcohols proceeded with almost equal frequency at both CC (Michael addition) and CO (ring opening) groups; reaction with secondary and tertiary alcohols resulted in a modest elevation in Michael addition. Michael addition was not observed in reactions with 4,4-dimethyl-2-isopropenyl-5(4H)-oxazolone.
4,4-二甲基-2-乙烯基-5(4H)-恶唑酮与伯醇的酸催化反应在CC(迈克尔加成)和CO(开环)基团上的频率几乎相等。与仲醇和叔醇的反应导致迈克尔添加量适度增加。在与4,4-二甲基-2-异丙烯基-5(4H)-恶唑酮的反应中未观察到迈克尔加成。