Reaction of 2-Isoxazolines with Organolithiums in the Presence of Boron Trifluoride
作者:Hidemitsu Uno、Tetsuya Terakawa、Hitomi Suzuki
DOI:10.1246/bcsj.66.2730
日期:1993.9
In the presence of boron trifluoride, 3,4,5-tri-, 3,5,5-tri and 3,5-disubstituted 2-isoxazolines underwent nucleophilic addition of alkyl- and aryllithiums to give 3,3,4,5-, 3,3,5,5-, and 3,3,5-substituted isoxazolidines in moderate to good yields. On the other hand, in the case of 3,4,5,5-tetrasubstituted isoxazolines, the addition did not proceed at all but proton abstraction took place to afford
在三氟化硼存在下,3,4,5-三-、3,5,5-三和3,5-二取代的2-异恶唑啉与烷基-和芳基锂进行亲核加成得到3,3,4,5- 、3,3,5,5- 和 3,3,5- 取代的异恶唑烷,产率适中。另一方面,在 3,4,5,5-四取代的异恶唑啉的情况下,加成根本没有进行,而是发生了质子提取,得到了异恶唑啉阴离子的“ate”络合物,通过氘化证实了其形成以及与苯甲醛的羟醛反应。