Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones
Тип публикации: Journal Article
Дата публикации: 1990-03-01
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
Organic Chemistry
Краткое описание
Substituted five-membered cyclic nitrones cycloadd to substituted methylenecyclopropanes with high diastereofacial selectivity, through anti-anti transition states, to produce regioisomeric hexahydrospiro [cyclopropane-1,2'(and 3')-pyrrolol[1,2-b]isoxazolidines] 2-Spirocyclopropane derivatives undergo thermal rearrangement in mild conditions to 3,5-substituted indolizidinones by the regioselective cleavage of the cyclopropane ring leading to the more stabilized secondary radical
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Cordero F. M. et al. Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones // Journal of Organic Chemistry. 1990. Vol. 55. No. 6. pp. 1762-1767.
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Cordero F. M., Brandi A., Querci C., Goti A., De Sarlo F., Guarna A. Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones // Journal of Organic Chemistry. 1990. Vol. 55. No. 6. pp. 1762-1767.
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TY - JOUR
DO - 10.1021/jo00293a018
UR - https://doi.org/10.1021/jo00293a018
TI - Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones
T2 - Journal of Organic Chemistry
AU - Cordero, Franca M
AU - Brandi, Alberto
AU - Querci, Cecilia
AU - Goti, A.
AU - De Sarlo, Francesco
AU - Guarna, Antonio
PY - 1990
DA - 1990/03/01
PB - American Chemical Society (ACS)
SP - 1762-1767
IS - 6
VL - 55
SN - 0022-3263
SN - 1520-6904
ER -
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@article{1990_Cordero,
author = {Franca M Cordero and Alberto Brandi and Cecilia Querci and A. Goti and Francesco De Sarlo and Antonio Guarna},
title = {Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones},
journal = {Journal of Organic Chemistry},
year = {1990},
volume = {55},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/jo00293a018},
number = {6},
pages = {1762--1767},
doi = {10.1021/jo00293a018}
}
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MLA
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Cordero, Franca M., et al. “Rearrangement of isoxazoline-5-spiro derivatives. 5. Diastereofacial selectivity in the cycloaddition of substituted five-membered cyclic nitrones and methylenecyclopropanes. Stereoselective synthesis of 3,5-substituted indolizidinones.” Journal of Organic Chemistry, vol. 55, no. 6, Mar. 1990, pp. 1762-1767. https://doi.org/10.1021/jo00293a018.
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