jo301028b_si_001.pdf (6.33 MB)
Multidirectional Cobalt-Catalyzed Diels–Alder/1,4-Hydrovinylation Sequences
journal contribution
posted on 2012-10-05, 00:00 authored by Florian Erver, Julian R. Kuttner, Gerhard HiltThe combination of two powerful cobalt-catalyzed carbon–carbon
bond forming transformations, namely, the Diels–Alder and the
1,4-hydrovinylation reaction, in a tandem or a sequential one-pot
procedure, opened up a concise and efficient route to polysubstituted
aromatic systems and cyclohex-3-enone derivatives. Furthermore, ozonolysis
of the latter products led to polycarbonyl compounds with tailored
carbonyl group distances which could be characterized via their respective
BF2-borinane complexes. The cobalt catalysts tolerated
several functional groups, and a flexible approach to polyfunctionalized
compounds in concise fashion was described.