Tetrahedron letters

The tricyclo [2.1. 0.0 2, 5] pentan-3-one system: a new probe for the study of π-facial selectivity in nucleophilic additions

G Mehta, SR Singh, UD Priyakumar, GN Sastry

文献索引：Mehta, Goverdhan; Singh, S. Robindro; Priyakumar, U. Deva; Sastry, G. Narahari Tetrahedron Letters, 2003 , vol. 44, # 15 p. 3101 - 3104

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被引用次数: 13

摘要

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 ...