1993 年 41 巻 3 号 p. 478-480
1, 3-Dipolar cycloaddition reaction of trimethylstannylacetylene with nitrile oxides yielded 3-substituted 5-(trimethylstannyl)isoxazoles. On the other hand, the same reaction of (trimethylstannyl)phenylacetylene, -1-hexyne, and -(trimethylsilyl)acetylene gave 3, 5-disubstituted 4-(trimethylstannyl)isoxazoles almost regioselectively. The regioselectivity of the cycloaddition reaction is interpreted by application of the frontier-electron theory.