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11H‐NMR Study and Conformational Aspects of Some Bicyclo[3.2.0]heptane Derivatives

A DEBRUYN,D TERMONT,D DEKEUKELEIRE,MJO ANTEUNIS

The 1 H-NMR parameters of endo 2-hydroxy-bicyclo[3.2.0]heptan-6-one (1), 6,6-dimethoxy-bicyclo[3.2.0]heptan-2-one (2) and bicyclo[3.2.0]heptane-2, 6-dione (3) are discussed, allowing configurational and conformational descriptions. The usual 1 H-nmr criterion based on the observation of one single coupling to state the configuration of the ring annelation in bicyclo[3.2.0]heptane derivatives being not safe, a complete analysis of the ring system seems to be the only alternative as is illustrated for 1. It is found that the five-membered rings occur in a twist(T)conformation, somewhat more flattened in 2 and 3.

1978BULLETIN DES SOCIETES CHIMIQUES BELGES（1978）引用：8

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2Regioselectivity In [Pi2 + Pi2] Photocycloaddition Reactions Between Cyclopent-2-Enones And Beta-Oxysubstituted Acrylates

M Vanaudenhove,D Termont,D Dekeukeleire,M Vandewalle,M Claeys

1978TETRAHEDRON LETTERS（1978）

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3Regio‐and Stereochemical Effects in the Chemical Ionization Mass Spectra of Isomeric Bicyclo|3, 2, O| Heptan‐2‐One Trimethylsiloxy Derivatives1

M. Claeys, H. Matveeva,A. Devreese,D. Termont,M. Vandewalle

Isomers of bicyclo |3, 2, O| heptan-2-one trimethylsiloxy derivatives, produced by ( π 2+ π 2) photocycloaddition reactions between cyclopent-2-enones and trimethylsiloxy alkenes, have been investigated by methane and isobutane chemical ionization mass spectrometry. Head-to-head and head-to-tail regioisomers and the syn-and anti-epimers in each regioisomeric set can be identified by means of these ionization methods. Prominent fragmentation patterns are discussed.

1978Bulletin des Sociétés Chimiques Belges（1978）引用：3

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4ChemInform Abstract: REGIO‐ AND STEREO‐SELECTIVITY IN (Π2 + Π2) PHOTOCYCLOADDITION REACTIONS BETWEEN CYCLOPENT‐2‐ENONE AND ELECTRON‐RICH ALKENES

D. TERMONT,D. DE KEUKELEIRE,M. VANDEWALLE

AbstractDie Reaktion zwischen Cyclopent‐2‐ enon (I) und den Alkenen (II), (VII) und (IX) verläuft mit guten Quantenausbeuten.

1978Chemischer Informationsdienst

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5ChemInform Abstract: PROTON NMR STUDY AND CONFORMATIONAL ASPECTS OF SOME BICYCLO(3.2.0)HEPTANE DERIVATIVES

A. DE BRUYN,D. TERMONT,D. DE KEUKELEIRE,M. J. O. ANTEUNIS

Chemischer InformationsdienstVolume 9, Issue 35 Physical Organic Chemistry ChemInform Abstract: PROTON NMR STUDY AND CONFORMATIONAL ASPECTS OF SOME BICYCLO(3.2.0)HEPTANE DERIVATIVES A. DE BRUYN, A. DE BRUYNSearch for more papers by this authorD. TERMONT, D. TERMONTSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. J. O. ANTEUNIS, M. J. O. ANTEUNISSearch for more papers by this author A. DE BRUYN, A. DE BRUYNSearch for more papers by this authorD. TERMONT, D. TERMONTSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. J. O. ANTEUNIS, M. J. O. ANTEUNISSearch for more papers by this author First published: August 29, 1978 https://doi.org/10.1002/chin.197835079Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References A. DE BRUYN, D. TERMONT, D. DE KEUKELEIRE, M. J. O. ANTEUNIS, PROTON NMR STUDY AND CONFORMATIONAL ASPECTS OF SOME BICYCLO(3.2.0)HEPTANE DERIVATIVES, Bull. Soc. Chim. Belg., 1978, 87, 201. 10.1002/bscb.19780870307 CASGoogle Scholar Volume9, Issue35August 29, 1978 ReferencesRelatedInformation

1978Chemischer Informationsdienst

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6ChemInform Abstract: REGIOSELECTIVITY IN (Π2 + Π2) PHOTOCYCLOADDITION REACTIONS BETWEEN CYCLOPENT‐2‐ENONES AND Β‐oxysubstituted ACRYLATES

M. VAN AUDENHOVE,D. TERMONT,D. DE KEUKELEIRE,M. VANDEWALLE,M. CLAEYS

AbstractCyclopentenone (I) und Olefine (II) bzw. (IV) geben die Addukte (III) bzw. (V), letztere werden in guter Ausbeute erhalten und zu den Lactonen (VI)‐(VIII) cyclisiert.

1978Chemischer Informationsdienst

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7STUDIES IN ORGANIC MASS-SPECTROMETRY .33. REGIOCHEMICAL AND STEREOCHEMICAL EFFECTS IN CHEMICAL IONIZATION MASS-SPECTRA OF ISOMERIC BICYCLO [3,2,0] HEPTAN-2-ONE TRIMETHYLSILOXY DERIVATIVES

M CLAEYS, H MATVEEVA,A DEVREESE,D TERMONT,M VANDEWALLE

1978BULLETIN DES SOCIETES CHIMIQUES BELGES（1978）

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8A Novel Entry to Substituted Hydroazulenes

D TERMONT, P DECLERCQ, D DEKEUKELEIRE,M VANDEWALLE

1977Synthesis（1977）引用：39

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9ChemInform Abstract: STUDIES IN ORGANIC MASS SPECTROMETRY. XXXI. DIFFERENTIATION BETWEEN REGIO‐ AND STEREOISOMERS OF BICYCLO(3.2.0)HEPTANONE‐2 DERIVATIVES BY CHEMICAL IONIZATION MASS SPECTROMETRY

D. TERMONT,F. VAN GAEVER,D. DE KEUKELEIRE,M. CLAEYS,M. VANDEWALLE

Chemischer InformationsdienstVolume 8, Issue 51 Physical Organic Chemistry ChemInform Abstract: STUDIES IN ORGANIC MASS SPECTROMETRY. XXXI. DIFFERENTIATION BETWEEN REGIO- AND STEREOISOMERS OF BICYCLO(3.2.0)HEPTANONE-2 DERIVATIVES BY CHEMICAL IONIZATION MASS SPECTROMETRY D. TERMONT, D. TERMONTSearch for more papers by this authorF. VAN GAEVER, F. VAN GAEVERSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. CLAEYS, M. CLAEYSSearch for more papers by this authorM. VANDEWALLE, M. VANDEWALLESearch for more papers by this author D. TERMONT, D. TERMONTSearch for more papers by this authorF. VAN GAEVER, F. VAN GAEVERSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. CLAEYS, M. CLAEYSSearch for more papers by this authorM. VANDEWALLE, M. VANDEWALLESearch for more papers by this author First published: December 20, 1977 https://doi.org/10.1002/chin.197751052AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume8, Issue51December 20, 1977 RelatedInformation

1977

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10ChemInform Abstract: A NOVEL ENTRY TO SUBSTITUTED HYDROAZULENES

D. TERMONT,P. DE CLERCQ,D. DE KEUKELEIRE,M. VANDEWALLE

Chemischer InformationsdienstVolume 8, Issue 18 Isocyclic Compounds ChemInform Abstract: A NOVEL ENTRY TO SUBSTITUTED HYDROAZULENES D. TERMONT, D. TERMONTSearch for more papers by this authorP. DE CLERCQ, P. DE CLERCQSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. VANDEWALLE, M. VANDEWALLESearch for more papers by this author D. TERMONT, D. TERMONTSearch for more papers by this authorP. DE CLERCQ, P. DE CLERCQSearch for more papers by this authorD. DE KEUKELEIRE, D. DE KEUKELEIRESearch for more papers by this authorM. VANDEWALLE, M. VANDEWALLESearch for more papers by this author First published: May 3, 1977 https://doi.org/10.1002/chin.197718171Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume8, Issue18May 3, 1977 RelatedInformation

1977Chemischer Informationsdienst

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11Differentiation Between Regio- and Stereoisomers of Bicyclo[3,2,0]heptanone-2 Derivatives by Chemical Ionization Mass Spectrometry

D TERMONT,F VANGAEVER,D DEKEUKELEIRE,M CLAEYS,M VANDEWALLE

The c.i. (isobutane) mass spectral behaviour was examined for a series of bicyclo[3,2,0]heptanone 2 derivatives, produced by (2π+2π) photocycloaddition reactions. The c.i. (isobutane) data allow unequivocal differentiation between hh- and ht-regioisomers. In some cases, a further assignment of the syn or anti form can also be made on the basis of the intensity of the protonated molecule ion.

1977Tetrahedron（1977）引用：22

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