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Conjugation of spirocyclopropane with the carbonyl group. Conformational analysis of spiro [cyclopropane-1,2′-steroids]

✍ Scribed by Umesh R. Desai; Girish K. Trivedi


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
325 KB
Volume
29
Category
Article
ISSN
0749-1581

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✦ Synopsis


o m b a y 4 0 0 076, India The conjugative ability of a spirocyclopropane on 4-en-$one steroids was studied with the help of I3C NMR and two-dimensional experiments such as COSY and NOESY. The conformational analysis of the A ring of these compounds indicates a 'normal' (la,ZB)-half-chair conformation rather than the expected 'inverted' (1/?,2a)-halfchair conformation. Application of the modified McConnell equation for the shielding influence of the cyclopropane raids the analyses.