том 19 издание 11 страницы 2833-2836

Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes

Тип публикацииJournal Article
Дата публикации2017-05-16
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR1.007
CiteScore7.7
Impact factor4.7
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Furfuryl carbamates are labile and require care to be accessed by activating furfuryl alcohols. An alternative oxanorbornadiene (OND)-based strategy is presented for the preparation of 5-R-substituted furfuryl carbamates via the reactions of amines with intermediate OND carbonates. The resulting OND carbamates, which are stable for several months, undergo thiol mediated retro-Diels-Alder reaction to deliver the desired furfuryl carbamates in a single flask. Conditions for the selective hydrolysis of furfuryl carbamates in the presence of tert-butyloxycarbonyl (Boc) groups were identified, and it was shown that furfuryl carbamates can be used as a prodrug handle.
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ГОСТ |
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Tekkam S., Finn M. Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes // Organic Letters. 2017. Vol. 19. No. 11. pp. 2833-2836.
ГОСТ со всеми авторами (до 50) Скопировать
Tekkam S., Finn M. Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes // Organic Letters. 2017. Vol. 19. No. 11. pp. 2833-2836.
RIS |
Цитировать
TY - JOUR
DO - 10.1021/acs.orglett.7b00990
UR - https://doi.org/10.1021/acs.orglett.7b00990
TI - Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes
T2 - Organic Letters
AU - Tekkam, Srinivas
AU - Finn, M.G.
PY - 2017
DA - 2017/05/16
PB - American Chemical Society (ACS)
SP - 2833-2836
IS - 11
VL - 19
PMID - 28508653
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{2017_Tekkam,
author = {Srinivas Tekkam and M.G. Finn},
title = {Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes},
journal = {Organic Letters},
year = {2017},
volume = {19},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.orglett.7b00990},
number = {11},
pages = {2833--2836},
doi = {10.1021/acs.orglett.7b00990}
}
MLA
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Tekkam, Srinivas, and M.G. Finn. “Synthesis and Reactivity of 5-Substituted Furfuryl Carbamates via Oxanorbornadienes.” Organic Letters, vol. 19, no. 11, May. 2017, pp. 2833-2836. https://doi.org/10.1021/acs.orglett.7b00990.
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