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References and notes
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corresponding cyclopentylketone in 21% yield. From the
same substrate, bubbling oxygen gas through the reaction
mixture prior to the aqueous work-up led to the formation
of the cis and trans b-hydroxyketones, that were isolated
in 6% and 3% yield only, respectively. The low diastereo-
selectivity can be imputed to a radical mechanism in this
case, as already evocated by us to explain a related
9
1
1
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yield, respectively.
3. Crystallographic data (excluding structure factors) for the
structure of 3 has been deposited with the Cambridge
Crystallographic Data Centre as supplementary publica-
tion number CCDC 608937. Copies of the data can be
obtained, free of charge, on application to CCDC, 12
Union Road, Cambridge CB2 1EZ, UK [fax: +44(0)-
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8. Indeed, the possibility of epimerisation at the cyclopentyl
carbon bearing the carbonyl function is demonstrated by
the example displayed in Table 1, entry 7: the isolated
compound 9 was found to be partially deuteriated at the
positions a to the ketone function.
1. For the first report of ligand exchange of diisopropyl-
2
oxy(g -alkene)titanium complexes with alkynes, see:
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Harada, K.; Urabe, H.; Sato, F. Tetrahedron Lett. 1995,
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2
2
2. For instance, in the preparation of deuteriated cyclopen-
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deuterium incorporation never exceeded 75%.
3. For a recent example where the direct addition of the
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3
4
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