Synthesis of Organosilicon Compounds as Synthetic Equivalents of Unstable Active Chemical Species and Their Applications to Highly Selective Synthesis of Heterocycles

Abstract

Various organosilicon compounds act as synthetic equivalents of unstable active chemical species, especially novel 1, 3-dipolar reagents such as azomethine ylides, thiocarbonyl ylides and related reagents, are designed and synthesized. These compounds activated by a Lewis acid or fluoride ion react with a variety of dipolarophiles and hetero-dipolarophiles in highly regio- and stereospecific mode. It has been found that this methodology can be extended to the design and preparations of tailor-made 1, 3-dipolar reagents. The highly selective synthesis of heterocycles are described.