13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives
Publication type: Journal Article
Publication date: 1981-01-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The thiazolidine isomers obtained upon the reaction of aminoethanethiols with α,β-unsaturated steroidal ketones were found to be double bond positional isomers based on their optical rotations and 1 H and 13 C NMR spectra. The 13 C NMR spectra of analogous ketals, hemithioketals and a thioketal of steroidal ketones were also reported, and 13 C NMR spectroscopy was shown to be a convenient method of assigning the position of the double bond in the double bond isomers for all four of these derivatives. Finally, 13 C NMR spectroscopy was found to be useful in determining that thiazolidine formation was stereospecific to give only one C-3-isomer.
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Sloan K. B., Bodor N., Little R. 13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives // Tetrahedron. 1981. Vol. 37. No. 20. pp. 3467-3471.
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Sloan K. B., Bodor N., Little R. 13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives // Tetrahedron. 1981. Vol. 37. No. 20. pp. 3467-3471.
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TY - JOUR
DO - 10.1016/s0040-4020(01)98861-1
UR - https://doi.org/10.1016/s0040-4020(01)98861-1
TI - 13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives
T2 - Tetrahedron
AU - Sloan, K B
AU - Bodor, Nicholas
AU - Little, R.J.
PY - 1981
DA - 1981/01/01
PB - Elsevier
SP - 3467-3471
IS - 20
VL - 37
SN - 0040-4020
SN - 1464-5416
ER -
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@article{1981_Sloan,
author = {K B Sloan and Nicholas Bodor and R.J. Little},
title = {13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives},
journal = {Tetrahedron},
year = {1981},
volume = {37},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/s0040-4020(01)98861-1},
number = {20},
pages = {3467--3471},
doi = {10.1016/s0040-4020(01)98861-1}
}
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MLA
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Sloan, K. B., et al. “13C NMR spectroscopy of 4,5- and 5,6-double bond isomers of spiro-3-steroidal ketone derivatives.” Tetrahedron, vol. 37, no. 20, Jan. 1981, pp. 3467-3471. https://doi.org/10.1016/s0040-4020(01)98861-1.