E/F-Indolizidine steroids, which represent a structural unit of Solanum alkaloids, have been synthesized and used to evaluate criteria (IR—Bohlmann bands,1a-c —hydrogenbond,2a-e NMR,3a-c mass spectra,4 kinetic studies of quaternization with methyl iodide,5a,b oxidation with mercuric acetate6) for the determination of the stereochemistry of these systems. It was found that the most reliable method is the measurement of the rate constants of quaternization of the bridgehead nitrogen with methyliodide.
TY - JOUR
AU - Kolb, V.M.
AU - Stefanović, M.
PY - 1974
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4718
AB - E/F-Indolizidine steroids, which represent a structural unit of Solanum alkaloids, have been synthesized and used to evaluate criteria (IR—Bohlmann bands,1a-c —hydrogenbond,2a-e NMR,3a-c mass spectra,4 kinetic studies of quaternization with methyl iodide,5a,b oxidation with mercuric acetate6) for the determination of the stereochemistry of these systems. It was found that the most reliable method is the measurement of the rate constants of quaternization of the bridgehead nitrogen with methyliodide.
PB - Elsevier
T2 - Tetrahedron
T1 - Criteria for the determination of the stereochemistry of steroidal indolizidines
VL - 30
IS - 4
SP - 2233
EP - 2237
DO - 10.1016/S0040-4020(01)97363-6
ER -
@article{
author = "Kolb, V.M. and Stefanović, M.",
year = "1974",
abstract = "E/F-Indolizidine steroids, which represent a structural unit of Solanum alkaloids, have been synthesized and used to evaluate criteria (IR—Bohlmann bands,1a-c —hydrogenbond,2a-e NMR,3a-c mass spectra,4 kinetic studies of quaternization with methyl iodide,5a,b oxidation with mercuric acetate6) for the determination of the stereochemistry of these systems. It was found that the most reliable method is the measurement of the rate constants of quaternization of the bridgehead nitrogen with methyliodide.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Criteria for the determination of the stereochemistry of steroidal indolizidines",
volume = "30",
number = "4",
pages = "2233-2237",
doi = "10.1016/S0040-4020(01)97363-6"
}
Kolb, V.M.,& Stefanović, M.. (1974). Criteria for the determination of the stereochemistry of steroidal indolizidines. in Tetrahedron
Elsevier., 30(4), 2233-2237.
https://doi.org/10.1016/S0040-4020(01)97363-6
Kolb V, Stefanović M. Criteria for the determination of the stereochemistry of steroidal indolizidines. in Tetrahedron. 1974;30(4):2233-2237.
doi:10.1016/S0040-4020(01)97363-6 .
Kolb, V.M., Stefanović, M., "Criteria for the determination of the stereochemistry of steroidal indolizidines" in Tetrahedron, 30, no. 4 (1974):2233-2237,
https://doi.org/10.1016/S0040-4020(01)97363-6 . .
