Total synthesis of (−)-rhazinilam using 1,3-dipolar cycloaddition of optically active münchnone intermediate.

A concise stereocontrolled total synthesis of (−)-rhazinilam was achieved by the regioselective 1,3-dipolar cycloaddition of a fully elaborated optically active münchnone intermediate prepared from d -aspartic acid dimethyl ester. The regiochemistry of the 1,3-dipolar cycloaddition of münchnone intermediate to various arylacetylenes was also investigated. [ABSTRACT FROM AUTHOR]