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Beilstein J. Org. Chem. 2012, 8, 650–657, doi:10.3762/bjoc.8.72
Graphical Abstract
Scheme 1: Metathetic ring opening of 7-methyl-7-vinylbicyclo[3.2.0]hept-2-en-6-one to a linear polyene ketone....
Scheme 2: Synthesis of vinyl or phenyl substituted cyclobutanones 4a–i.
Figure 1: Determination of the structure of 3-phenyl-2-vinyl substituted cyclobutanone 4g.
Scheme 3: Ring opening of cyclobutanones 4 to afford products 5 or 6.
Scheme 4: Reaction of 4a with LDA.
Scheme 5: Plausible mechanism for ring opening of 4a.