Practical synthesis and Diels-Alder chemistry of [4]dendralene.
Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.
Payne
Alan D
AD
Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia.
Willis
Anthony C
AC
Sherburn
Michael S
MS