π-Selectivities of trans-2-heterobicyclo[4.4.0]decan-5-ones in reductions with NaBH < inf > 4 < /inf > and Na(CN)BH < inf > 3 < /inf >
π-Selectivities of trans-2-heterobicyclo[4.4.0]decan-5-ones in reductions with NaBH < inf > 4 < /inf > and Na(CN)BH < inf > 3 < /inf >
| dc.contributor.author | Balamurugan, Rengarajan | |
| dc.contributor.author | Sriramurthy, Vardhineedi | |
| dc.contributor.author | Yadav, Veejendra K. | |
| dc.date.accessioned | 2022-03-27T08:39:38Z | |
| dc.date.available | 2022-03-27T08:39:38Z | |
| dc.date.issued | 2007-03-01 | |
| dc.description.abstract | The axial selectivities of 2-heterobicyclo[4.4.0]decan-5-ones decrease from the N-benzyl-2-aza- to 2-oxa- to 2-thia-species. This does not follow the earlier proposed Cieplak's hypothesis of nheteroatom→σ *# interaction. It is rather dependent on the differential electron withdrawing abilities of the heteroatoms that translate further into differential σvicinal→π*C=O interactions in the ground states of the molecules. The heightened axial selectivity of the aza-species is probably due to hydrogen bonding of nitrogen with the solvent that enhances its electron withdrawing ability further. | |
| dc.identifier.citation | Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry. v.46(3) | |
| dc.identifier.issn | 03764699 | |
| dc.identifier.uri | https://dspace.uohyd.ac.in/handle/1/11400 | |
| dc.subject | σ -π*c=o interactions vicinal | |
| dc.subject | 2-Heterobicyclo[4.4.0]decan-5-ones, π-selectivity | |
| dc.subject | Hydrogen bonding | |
| dc.subject | N - σ* interaction hatroatom | |
| dc.title | π-Selectivities of trans-2-heterobicyclo[4.4.0]decan-5-ones in reductions with NaBH < inf > 4 < /inf > and Na(CN)BH < inf > 3 < /inf > | |
| dc.type | Journal. Article | |
| dspace.entity.type |
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