| ČASTULÍK, Jakub, Jaroslav JONAS and Ctibor MAZAL. Stereoselective 1,3-dipolar cycloaddition of a nitrile ylide photochemically generated from 2,3-diphenyl-2H-azirine to substituted methylene lactones. Collection of Czechoslovak Chemical Communications. Prague: Inst. Org. Chem. Bioch. Czech Acad. Sci., vol. 65, No 5, p. 708-716. ISSN 0010-0765. 2000. |
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@article{257871,
author = {Častulík, Jakub and Jonas, Jaroslav and Mazal, Ctibor},
article_location = {Prague},
article_number = {5},
keywords = {methylene lactones; nitrile ylide; dipolar cycloaddition; spiro compounds; regioselectivity; stereoselectivity},
language = {eng},
issn = {0010-0765},
journal = {Collection of Czechoslovak Chemical Communications},
title = {Stereoselective 1,3-dipolar cycloaddition of a nitrile ylide photochemically generated from 2,3-diphenyl-2H-azirine to substituted methylene lactones},
url = {http://cccc.uochb.cas.cz/},
volume = {65},
year = {2000}
}
TY - JOUR
ID - 257871
AU - Častulík, Jakub - Jonas, Jaroslav - Mazal, Ctibor
PY - 2000
TI - Stereoselective 1,3-dipolar cycloaddition of a nitrile ylide photochemically generated from 2,3-diphenyl-2H-azirine to substituted methylene lactones
JF - Collection of Czechoslovak Chemical Communications
VL - 65
IS - 5
SP - 708
EP - 708
PB - Inst. Org. Chem. Bioch. Czech Acad. Sci.
SN - 00100765
KW - methylene lactones
KW - nitrile ylide
KW - dipolar cycloaddition
KW - spiro compounds
KW - regioselectivity
KW - stereoselectivity
UR - http://cccc.uochb.cas.cz/
N2 - The nitrile ylide photochemically generated from 2,3-diphenyl-2H-azirine adds to both isomers of 3-(tosyloxymethylene)tetrahydrofuran-2-one with excellent regio- and stereoselectivity giving spiroheterocyclic products in moderate yields. X-Ray structure determination showed dibutolactone to have the E-configuration. The corresponding Z-isomer was prepared photochemically.
ER -
ČASTULÍK, Jakub, Jaroslav JONAS and Ctibor MAZAL. Stereoselective 1,3-dipolar cycloaddition of a nitrile ylide photochemically generated from 2,3-diphenyl-2H-azirine to substituted methylene lactones. \textit{Collection of Czechoslovak Chemical Communications}. Prague: Inst. Org. Chem. Bioch. Czech Acad. Sci., vol.~65, No~5, p.~708-716. ISSN~0010-0765. 2000.
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