Conformations of [m. 3.3] propellane ketones and alcohols

…, JD Ferrara, JD Hays, M Khot, J Colonell…

Index: Natrajan, Anand; Ferrara, Joseph D.; Hays, John D.; Khot, Mahesh; Colonell, Jennifer; et al. Journal of Organic Chemistry, 1990 , vol. 55, # 7 p. 2164 - 2169

Full Text: HTML

Citation Number: 4

Abstract

We have prepared a series of [m. 3.3] propellanediones (m= 3, 4, 10, 12, 22) and have studied various structural aspects of these diones and their ketol and diol reduction products. We have used X-ray crystallography to establish stereochemistry and to explore cyclopentyl ring conformations. The'H NMR spectra of the ketols and diols have also been used to probe their conformations. They provide evidence for intramolecular hydrogen ...