Photochemistry of acetylenic compounds View Full Text


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Article Info

DATE

1983-01

AUTHORS

É. P. Serebryakov, L. G. Vorontsova, M. I. Struchkova, O. S. Chizhov, V. A. Pavlov, I. M. Vol'pin

ABSTRACT

ConclusionsThe molecular structures of 4'-propyl-4β,5β-ethenopregnane-3,20-dione (I) and 4α,5α-ethenopregnane-3,20-dione (VIII) were determined by x-ray diffraction.The x-ray diffraction analysis of the basic product of the reaction of photochemical [2+2] cycloaddition of 1-pentyne to progesterone confirmed that addition primarily takes place from theβ region of the steroid according to a “head-to-head” mechanism.13C NMR permitted easily determining the primary structure of the photocycloadducts of steroidal 4-en-3-ones with 1-alkynes, and CD and the diagnostic signals in the PMR spectra permitted determining the orientation of the cyclobutene ring.The correctness of using NMR and CD for determination of the structure and stereochemistry of the cycloadducts was confirmed by the findings of X-ray diffraction analysis.A detailed comparison of two symmetrically independent molecules in a quasi heteromolecular crystal of (VII) showed that they differ significantly with respect to the conformation of ring D. More... »

PAGES

111-118

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf01167770

DOI

http://dx.doi.org/10.1007/bf01167770

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1026700581


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