IRIS publication 43339599
Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one.
RIS format for Endnote and similar
TY - JOUR - ZaballosGarcia, E,GonzalezRosende, ME,JordaGregori, JM,SepulvedaArques, J,Jennings, WB,OLeary, D,Twomey, S - 1997 - July - Tetrahedron - Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one. - Validated - () - 53 - 9313 - 9322 - 2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. H-1 and C-13 NMR Studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to -90 degrees C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion. (C) 1997 Elsevier Science Ltd. DA - 1997/07 ER -
BIBTeX format for JabRef and similar
@article{V43339599, = {ZaballosGarcia, E and GonzalezRosende, ME and JordaGregori, JM and SepulvedaArques, J and Jennings, WB and OLeary, D and Twomey, S }, = {1997}, = {July}, = {Tetrahedron}, = {Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one.}, = {Validated}, = {()}, = {53}, pages = {9313--9322}, = {{2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. H-1 and C-13 NMR Studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to -90 degrees C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion. (C) 1997 Elsevier Science Ltd.}}, source = {IRIS} }
Data as stored in IRIS
AUTHORS | ZaballosGarcia, E,GonzalezRosende, ME,JordaGregori, JM,SepulvedaArques, J,Jennings, WB,OLeary, D,Twomey, S | ||
YEAR | 1997 | ||
MONTH | July | ||
JOURNAL_CODE | Tetrahedron | ||
TITLE | Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one. | ||
STATUS | Validated | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | |||
VOLUME | 53 | ||
ISSUE | |||
START_PAGE | 9313 | ||
END_PAGE | 9322 | ||
ABSTRACT | 2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. H-1 and C-13 NMR Studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to -90 degrees C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion. (C) 1997 Elsevier Science Ltd. | ||
PUBLISHER_LOCATION | |||
ISBN_ISSN | |||
EDITION | |||
URL | |||
DOI_LINK | |||
FUNDING_BODY | |||
GRANT_DETAILS |