,  том 57 ,  издание 11 ,  страницы 3132-3139

Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions

Тип публикации: Journal Article
Дата публикации: 1992-05-01
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
Organic Chemistry
Краткое описание
Samarium (II) iodide in the presence of HMPA effectively promotes the intramolecular coupling of unactivated olefinic ketones by a reductive ketyl-olefin radical-cyclization process. The reaction is quite for the formation of 5- and 6-membered carbocycles and even provides modest yields in less facile cyclization processes as evidenced by the generation of methylcyclooctanol via an 8-endo cyclization. Sequential radical cyclization-intermolecular nucleophilic addition/substitution process set the SmI 2 reaction apart from its radical-chain,photochemical, and electrochemical counterparts
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ГОСТ |
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Molander G. A., McKie J. A. Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions // Journal of Organic Chemistry. 1992. Vol. 57. No. 11. pp. 3132-3139.
ГОСТ со всеми авторами (до 50) Скопировать
Molander G. A., McKie J. A. Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions // Journal of Organic Chemistry. 1992. Vol. 57. No. 11. pp. 3132-3139.
RIS |
Цитировать
TY - JOUR
DO - 10.1021/jo00037a033
UR - https://doi.org/10.1021/jo00037a033
TI - Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions
T2 - Journal of Organic Chemistry
AU - Molander, Gary A.
AU - McKie, Jeffrey A.
PY - 1992
DA - 1992/05/01
PB - American Chemical Society (ACS)
SP - 3132-3139
IS - 11
VL - 57
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{1992_Molander,
author = {Gary A. Molander and Jeffrey A. McKie},
title = {Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions},
journal = {Journal of Organic Chemistry},
year = {1992},
volume = {57},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jo00037a033},
number = {11},
pages = {3132--3139},
doi = {10.1021/jo00037a033}
}
MLA
Цитировать
Molander, Gary A., and Jeffrey A. McKie. “Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution reactions.” Journal of Organic Chemistry, vol. 57, no. 11, May. 1992, pp. 3132-3139. https://doi.org/10.1021/jo00037a033.
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