The virtue of palladium-catalyzed domino reactions - Diverse oligocyclizations of acyclic 2-bromoenynes and 2-bromoenediynes

ISSN
0001-4842
Date Issued
2005
Author(s)
Zezschwitz, Paultheo von
DOI
10.1021/ar980025r
Abstract
The domino-type combination of consecutive palladium-catalyzed cross-coupling reactions with subsequent pericyclic transformations offers a very fast access to various oligocyclic skeletons. This Account highlights all-intramolecular, intra-intermolecular, and allintermolecular organopalladation cascades leading to 1,3,5hexatrienes, which undergo consecutive 6 pi-electrocyclizations with closure of three, two, or just one ring, respectively. Sequences of cross-coupling reactions and Diels-Alder additions are also discussed, as well as tricyclizations of 2-bromoenediynes giving rise to bisannelated benzene and fulvene derivatives.