Organic Chemistry Seminar
The two simplest acyclic branched structures comprising only conjugated C=C units, namely dendralene (3-methylene-1,4-pentadiene) and dendralene (3,4-dimethylene-1,5-hexadiene), were first reported in 1955 and 1962, respectively. No higher members of the series were described in the literature until the year 2000. We have played a dominant role in the push for a deeper understanding of these compounds and their synthetic potential. This greater appreciation of C=C bond rich systems has led to the successful synthesis of many unprecedented structures, including radialene, the simplest cyclic branched pentaene. This presentation will focus on various aspects of the chemistry involved in the preparation of branched C=C bond rich compounds, and their deployment in the most step economic total syntheses of natural products.