573714-98-4Relevant academic research and scientific papers
The tricyclo[2.1.0.02,5]pentan-3-one system: A new probe for the study of π-facial selectivity in nucleophilic additions
Mehta, Goverdhan,Singh, S. Robindro,Priyakumar, U. Deva,Sastry, G. Narahari
, p. 3101 - 3104 (2003)
Monosubstituted tricyclo[2.1.0.02,5]pentan-3-one derivatives have been synthesised and subjected to hydride reduction. Quite unexpectedly and in contrast to earlier observations in related systems, anti-selectivity has been encountered in these substrates. Computational studies employing various models reproduce the observed facial preference and indicate that the causative factor for the anti-preference could be the polarization of the C1-C5 strained σ bond.
