177658-58-1Relevant academic research and scientific papers
Allyldimethyltritylsilane. Synthesis of Cyclopentanols, Oxetanes, and Tetrahydrofurans by Reaction with Electron Deficient Olefins
Groaning, Michael D.,Brengel, Gregory P.,Meyers
, p. 5517 - 5522 (1998)
Allyldimethyltritylsilane (ADTS, 1) has been employed to access a variety of cyclopentanols via Lewis acid mediated annulation to electron deficient olefins. The intermediate silylcyclopentanes were converted to their respective cyclopentanols under mild, nonepimerizing oxidative conditions. In addition, ADTS undergoes efficient annulation onto aldehydes to provide oxetanes and tetrahydrofurans. Some preliminary investigations of this annulation to chiral nonracemic bicyclic lactams are presented.
