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Volumn 8, Issue 1, 2011, Pages 49-65

Tandem [4+2]/[3+2] cycloadditions of 1,3,4-oxadiazoles with Alkenes

Author keywords

Diels Alder reaction; Dipolar cycloaddition; Oxadiazoles; Polycyclic molecules; Reaction mechanism

Indexed keywords

CYCLOADDITION; HYDROCARBONS; QUANTUM CHEMISTRY; STEREOSELECTIVITY;

EID: 78650928607     PISSN: 1570193X     EISSN: None     Source Type: Journal    
DOI: 10.2174/157019311793979981     Document Type: Article
Times cited : (23)

References (61)
  • 1
    • 85187974695 scopus 로고
    • Tandem Organic Reactions
    • Ho, T. L. Tandem Organic Reactions, Wiley: New York, 1992.
    • (1992) Wiley: New York
    • Ho, T.L.1
  • 2
    • 0033755004 scopus 로고    scopus 로고
    • New Adventures in the Synthesis of Hetero-bridged Syn- Facially Fused Norbornanes (the '[n]Polynorbornanes') and their Topological Diversity
    • Warrener, R. N. New Adventures in the Synthesis of Hetero-bridged Syn- Facially Fused Norbornanes (the '[n]Polynorbornanes') and their Topological Diversity. Eur. J. Org. Chem. 2000, 3363-3380
    • (2000) Eur. J. Org. Chem , pp. 3363-3380
    • Warrener, R.N.1
  • 3
    • 0002514571 scopus 로고    scopus 로고
    • A. Fundamental principles of BLOCK design and assembly in the production of large, rigid molecules with functional Units (Effectors) precisely located on a carbocyclic framework
    • Warrener, R. N.; Butler, D. N.; Russell, R. A. Fundamental principles of BLOCK design and assembly in the production of large, rigid molecules with functional Units (Effectors) precisely located on a carbocyclic framework. Synlett 1998, 566-573.
    • (1998) Synlett , pp. 566-573
    • Warrener, R.N.1    Butler, D.N.2    Russell, R.3
  • 4
    • 0001368899 scopus 로고    scopus 로고
    • A. The preparation of rigid alicyclic molecules bearing effector groups from alkene BLOCKs using s-Tetrazines and 1,3,4-Triazines as stereoselective coupling agents
    • Warrener, R. N.; Margetić, D.; Russell, R. A. The preparation of rigid alicyclic molecules bearing effector groups from alkene BLOCKs using s-Tetrazines and 1,3,4-Triazines as stereoselective coupling agents. Synlett 1998, 585-587.
    • (1998) Synlett , pp. 585-587
    • Warrener, R.N.1    Margetić, D.2    Russell, R.3
  • 5
    • 79551506289 scopus 로고    scopus 로고
    • Synthesis of Policyclic Rigid Molecules By BLOCK Assembly Employing 3,6-disubstituted-s-tetrazines
    • Margetić, D. Synthesis of policyclic rigid molecules by BLOCK assembly employing 3,6-disubstituted-s-tetrazines. Trends Heterocycl. Chem. 2010, in press.
    • (2010) Trends Heterocycl. Chem
    • Margetić, D.1
  • 6
    • 62649135239 scopus 로고    scopus 로고
    • Rigid alicyclic molecules from Bicyclo[2.2.1]hept-2-enes (=8,9,10-Trinorbornenes) and 1,4-Dipyridin- 2-ylphthalazines as stereoselective coupling agents
    • Margetić, D.; Murata, Y.; Komatsu, K.; Marinić, Ž. Rigid alicyclic molecules from Bicyclo[2.2.1]hept-2-enes (=8,9,10-Trinorbornenes) and 1,4-Dipyridin- 2-ylphthalazines as stereoselective coupling agents. Helv. Chim. Acta 2009, 92, 298-312.
    • (2009) Helv. Chim. Acta , vol.92 , pp. 298-312
    • Margetić, D.1    Murata, Y.2    Komatsu, K.3    Marinić, Z.4
  • 7
    • 0001987071 scopus 로고    scopus 로고
    • A. The 1,3,4- Oxadiazole and 1,3,4-Thiadiazole coupling of norbornenes and 7- oxanorbornenes under high pressure: New structures, mechanistic detail and synthetic applications
    • Warrener, R. N.; Margetić, D.; Tiekink, E. R. T.; Russell, R. A. The 1,3,4- Oxadiazole and 1,3,4-Thiadiazole coupling of norbornenes and 7- oxanorbornenes under high pressure: new structures, mechanistic detail and synthetic applications. Synlett 1997, 196-198.
    • (1997) Synlett , pp. 196-198
    • Warrener, R.N.1    Margetić, D.2    Tiekink, E.R.T.3    Russell, R.4
  • 8
    • 76649121546 scopus 로고    scopus 로고
    • 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole. in:, Paquette, L. A. Eds. Wiley:, USA, DOI: 10.1002/047084289X.rn00255
    • Warrener, R. N. 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole. in: Encyclopedia of Reagents for Organic Synthesis (e-EROS), Paquette, L. A. Eds. Wiley: USA, 2003, DOI: 10.1002/047084289X.rn00255
    • (2003) Encyclopedia of Reagents For Organic Synthesis (e-EROS)
    • Warrener, R.N.1
  • 9
    • 0032537662 scopus 로고    scopus 로고
    • Synthesis and modelling of novel rigid rods derived from a simple pentacyclic Bisnorbornene
    • Margetić, D.; Johnston, M. R.; Tiekink, E. R. T.; Warrener, R. N. Synthesis and modelling of novel rigid rods derived from a simple pentacyclic Bisnorbornene. Tetrahedron Lett. 1998, 39, 5277-5280
    • (1998) Tetrahedron Lett , vol.39 , pp. 5277-5280
    • Margetić, D.1    Johnston, M.R.2    Tiekink, E.R.T.3    Warrener, R.N.4
  • 10
    • 33845699417 scopus 로고    scopus 로고
    • Use of a 9,10-dihydrofulvalene pincer cycloadduct as a cornerstone for molecular architecture
    • Golić, M.; Johnston, M. R.; Margetić, D.; Schultz, A.C.; Warrener, R. N. Use of a 9,10-dihydrofulvalene pincer cycloadduct as a cornerstone for molecular architecture. Aust. J. Chem. 2006, 59, 899-914.
    • (2006) Aust. J. Chem. , vol.59 , pp. 899-914
    • Golić, M.1    Johnston, M.R.2    Margetić, D.3    Schultz, A.C.4    Warrener, R.N.5
  • 11
    • 0035128541 scopus 로고    scopus 로고
    • Neighbouring Group Participation in N-Methoxymethyl-7-Azanorbornanes 1: The Synthesis of N,N'-Methano-bridged Diazasesquinorbornanes, N3-[3]Polynorbornanes and CN3-[4]Polynorbornanes
    • Warrener, R. N.; Margetić, D.; Butler, D. N.; Sun, G. Neighbouring Group Participation in N-Methoxymethyl-7-Azanorbornanes 1: The Synthesis of N,N'-Methano-bridged Diazasesquinorbornanes, N3-[3]Polynorbornanes and CN3-[4]Polynorbornanes. Synlett 2001, 202-205.
    • (2001) Synlett , pp. 202-205
    • Warrener, R.N.1    Margetić, D.2    Butler, D.N.3    Sun, G.4
  • 12
    • 0037348499 scopus 로고    scopus 로고
    • Photoinduced electron transfer in paraquat inclusion complexes of porphyrinbased receptors
    • Flamigni, L.; Talarico, A. M.; Gunter, M. J.; Johnston, M. R.; Jeynes, T. P. Photoinduced electron transfer in paraquat inclusion complexes of porphyrinbased receptors. New J. Chem. 2003, 27, 551-559.
    • (2003) New J. Chem , vol.27 , pp. 551-559
    • Flamigni, L.1    Talarico, A.M.2    Gunter, M.J.3    Johnston, M.R.4    Jeynes, T.P.5
  • 13
    • 70349929153 scopus 로고    scopus 로고
    • Inclusion of anionic guests inside a molecular cage with Palladium (II) centers as electrostatic anchors
    • Clever, G. H.; Tashiro, S.; Shionoya, M. Inclusion of anionic guests inside a molecular cage with Palladium (II) centers as electrostatic anchors. Angew. Chem. Int. Ed. 2009, 48, 7010-7012.
    • (2009) Angew. Chem. Int. Ed , vol.48 , pp. 7010-7012
    • Clever, G.H.1    Tashiro, S.2    Shionoya, M.3
  • 14
    • 0001053365 scopus 로고    scopus 로고
    • Tandem [4+2]/[3+2] Cycloadditions of Nitroalkenes
    • Denmark, S. E.; Thorarensen, A. Tandem [4+2]/[3+2] Cycloadditions of Nitroalkenes. Chem. Rev. 1996, 96, 137-166.
    • (1996) Chem. Rev , vol.96 , pp. 137-166
    • Denmark, S.E.1    Thorarensen, A.2
  • 15
    • 0035817994 scopus 로고    scopus 로고
    • Tandem double intramolecular [4+2]/[3+2] cycloadditions of nitroalkenes
    • Denmark, S. E.; Gomez, L. Tandem double intramolecular [4+2]/[3+2] cycloadditions of nitroalkenes. Org. Lett. 2001, 3, 2907-2910.
    • (2001) Org. Lett , vol.3 , pp. 2907-2910
    • Denmark, S.E.1    Gomez, L.2
  • 17
    • 0004221978 scopus 로고
    • Synthesis of 2,5-Bis(polyfluoroalkyl)- 1,3,4-oxadiazoles and thiadiazoles
    • Chambers, W. J.; Coffman, D. D. Synthesis of 2,5-Bis(polyfluoroalkyl)- 1,3,4-oxadiazoles and thiadiazoles. J. Org. Chem. 1961, 26, 4410-4412.
    • (1961) J. Org. Chem , vol.26 , pp. 4410-4412
    • Chambers, W.J.1    Coffman, D.D.2
  • 19
    • 0003946822 scopus 로고
    • Cycloaddition of 2,5-bis(trifluoromethyl)-1,3,4-Oxadiazole to Olefins
    • engl. translation Chem. Heterocycl. Compd. 1987, 23, 470
    • Vasil'ev, N. V.; Lyashenko, Y. E.; Kolomiets, A. F.; Sokol'skii, G. A. Cycloaddition of 2,5-bis(trifluoromethyl)-1,3,4-Oxadiazole to Olefins. Khim. Geterotsikl. Soedin. 1987, 23, 562. engl. translation Chem. Heterocycl. Compd. 1987, 23, 470.
    • (1987) Khim. Geterotsikl. Soedin , vol.23 , pp. 562
    • Vasil'ev, N.V.1    Lyashenko, Y.E.2    Kolomiets, A.F.3    Sokol'skii, G.A.4
  • 20
    • 0002965961 scopus 로고
    • 2,6-Bis(trifluormethyl)-1,3,4-oxadiazol und - thiadiazol als elektronenarme Diazadiene in der Diels-Alder-Reaktion mit inversem Elektronenbedarf
    • Seitz, G.; Wassmuth, H. 2,6-Bis(trifluormethyl)-1,3,4-oxadiazol und - thiadiazol als elektronenarme Diazadiene in der Diels-Alder-Reaktion mit inversem Elektronenbedarf. Chem. Zeitung 1988, 112, 80-81.
    • (1988) Chem. Zeitung , vol.112 , pp. 80-81
    • Seitz, G.1    Wassmuth, H.2
  • 21
    • 0001473172 scopus 로고
    • 1,3,4-Oxadiazole als Heterocyclische 4􀀁-Komponenten in Diels-Alder-Reaktionen
    • Thalhammer, F.; Wallfahrer, U.; Sauer, J. 1,3,4-Oxadiazole als Heterocyclische 4􀀁-Komponenten in Diels-Alder-Reaktionen. Tetrahedron Lett. 1988, 29, 3231-3234.
    • (1988) Tetrahedron Lett , vol.29 , pp. 3231-3234
    • Thalhammer, F.1    Wallfahrer, U.2    Sauer, J.3
  • 23
    • 0033591182 scopus 로고    scopus 로고
    • A. Molecular topology: The synthesis of a new class of rigid arc-shaped spacer molecules based on syn-facially fused norbornanes and 7-heteronorbornanes in which heterobridges are used to govern backbone curvature
    • Terminology of syn-facially fused [n]poly(7-hetero)norbornanes used in this, paper: 'n' denotes the number of fused norbornane rings, while the prefix before [n] denotes the nature of the atoms at the norbornane-7-bridge position. Sequence is going from the left to the right, where CH2 bridge is abbreviated as 'C':
    • [20] Terminology of syn-facially fused [n]poly(7-hetero)norbornanes used in this paper: 'n' denotes the number of fused norbornane rings, while the prefix before [n] denotes the nature of the atoms at the norbornane-7-bridge position. Sequence is going from the left to the right, where CH2 bridge is abbreviated as 'C': Warrener, R. N.; Margetić, D.; Sun, G.; Amarasekara, A. S.; Foley, P.; Butler, D. N.; Russell, R. A. Molecular topology: The synthesis of a new class of rigid arc-shaped spacer molecules based on syn-facially fused norbornanes and 7-heteronorbornanes in which heterobridges are used to govern backbone curvature. Tetrahedron Lett. 1999, 40, 4111-4114.
    • (1999) Tetrahedron Lett , vol.40 , pp. 4111-4114
    • Warrener, R.N.1    Margetić, D.2    Sun, G.3    Amarasekara, A.S.4    Foley, P.5    Butler, D.N.6    Russell, R.7
  • 24
    • 0003946822 scopus 로고
    • A. 2,5-bis(trifluoromethyl)-1,3,4-Oxadiazole in Cycloaddition Reactions
    • engl. translation Chem. Heterocycl. Comp. 1990, 26, 81-85
    • Vasil'ev, N. V.; Lyashenko, Y. E.; Galakhov, M. V.; Kolomiets, A. F.; Gontar, A. F.; Sokol'skii, G. A. 2,5-bis(trifluoromethyl)-1,3,4-Oxadiazole in Cycloaddition Reactions. Khim. Geterotsikl. Soedin. 1990, 26, 95-100, engl. translation Chem. Heterocycl. Comp. 1990, 26, 81-85.
    • (1990) Khim. Geterotsikl. Soedin , vol.26 , pp. 95-100
    • Vasil'ev, N.V.1    Lyashenko, Y.E.2    Galakhov, M.V.3    Kolomiets, A.F.4    Gontar, A.F.5    Sokol'skii, G.6
  • 25
    • 0027934228 scopus 로고
    • The Preparation of space-separated chelating agents based on the 3,6-dipyridyl pyridazine ligand
    • Warrener, R. N.; Elsey, G. M.; Sankar, I. V.; Butler, D. N.; Pekos, P.; Kennard, C. H. L. The Preparation of space-separated chelating agents based on the 3,6-dipyridyl pyridazine ligand. Tetrahedron Lett. 1994, 35, 6745-6748.
    • (1994) Tetrahedron Lett , vol.35 , pp. 6745-6748
    • Warrener, R.N.1    Elsey, G.M.2    Sankar, I.V.3    Butler, D.N.4    Pekos, P.5    Kennard, C.H.L.6
  • 26
    • 0035800464 scopus 로고    scopus 로고
    • A. Incorporation of a molecular hinge into molecular tweezers using tandem Cycloadditions onto 2,3-Bis-methylenenorborn-ene
    • Warrener, R. N.; Butler, D. N.; Liu, L.; Margetić, D.; Russell, R. A. Incorporation of a molecular hinge into molecular tweezers using tandem Cycloadditions onto 2,3-Bis-methylenenorborn-ene. Chem. Eur. J. 2001, 7, 3406-3414.
    • (2001) Chem. Eur. J , vol.7 , pp. 3406-3414
    • Warrener, R.N.1    Butler, D.N.2    Liu, L.3    Margetić, D.4    Russell, R.5
  • 27
    • 0026084965 scopus 로고
    • The synthesis of spacer molecules containing an alcohol group at each terminus
    • Warrener, R. N.; Groundwater, P.; Pitt, I. G.; Butler, D. N.; Russell, R. A. The synthesis of spacer molecules containing an alcohol group at each terminus. Tetrahedron Lett. 1991, 32, 1885-1888.
    • (1991) Tetrahedron Lett , vol.32 , pp. 1885-1888
    • Warrener, R.N.1    Groundwater, P.2    Pitt, I.G.3    Butler, D.N.4    Russell, R.A.5
  • 28
    • 0028211192 scopus 로고
    • Cycloadditionen mit 1,3,4-Oxadiazolen
    • Seitz, G.; Gerninghaus, Ch. Cycloadditionen mit 1,3,4-Oxadiazolen. Pharmazie 1994, 49, 102-106.
    • (1994) Pharmazie , vol.49 , pp. 102-106
    • Seitz, G.1    Gerninghaus, C.2
  • 29
    • 85187992613 scopus 로고    scopus 로고
    • High pressure activation of tandem [4+2]/[3+2] cycloaddition has been also reported for nitroalkenes
    • High pressure activation of tandem [4+2]/[3+2] cycloaddition has been also reported for nitroalkenes: Uittenbogaard, R. M.; Seerden J.-P. G; Scheeren, H. W. High-pressure promoted stereoselective tandem [4+2]/[3+2] cycloadditions of nitroalkenes and enol ethers. Tetrahedron 1997,3,11929.
    • (2003) , vol.6 , pp. 271
    • Uittenbogaard, R.M.1    Seerden, J.-P.G.2    Scheeren, H.W.3
  • 30
    • 0347762509 scopus 로고    scopus 로고
    • High pressure: A promising tool for multicomponent reactions
    • van Berkom, L. W. A. KusterG. J. T.ScheerenH. W. High pressure: A promising tool for multicomponent reactions. Mol. Divers., 2003, 6, 271.
    • (2003) Mol. Divers. , vol.6 , pp. 271
    • van Berkom, L.W.A.1    Kuster, G.J.T.2    Scheeren, H.W.3
  • 31
    • 85187987234 scopus 로고    scopus 로고
    • The microwave-assisted oxadiazole synthesis of polynorbornanes
    • submitted
    • Margetić, D.; Trošelj, P.; Dilović, I. The microwave-assisted oxadiazole synthesis of polynorbornanes. J. Heterocycl. Chem. 2010, submitted.
    • (2010) J. Heterocycl. Chem
    • Margetić, D.1    Trošelj, P.2    Dilović, I.3
  • 32
    • 0034729982 scopus 로고    scopus 로고
    • Alicyclophanes: A new range of cyclophanes containing rigid alicyclic subunits in place of the aromatic rings
    • Butler, D. N.; Muhong, S.; Warrener, R. N. Alicyclophanes: A new range of cyclophanes containing rigid alicyclic subunits in place of the aromatic rings. Tetrahedron Lett. 2000, 41, 5985-5989.
    • (2000) Tetrahedron Lett , vol.41 , pp. 5985-5989
    • Butler, D.N.1    Muhong, S.2    Warrener, R.N.3
  • 33
    • 0035823303 scopus 로고    scopus 로고
    • A New stabilised form of isobenzofuran, rack-mounted on an alicyclophane
    • Warrener, R. N.; Shang, M.; Butler, D. N. A New stabilised form of isobenzofuran, rack-mounted on an alicyclophane. Chem. Commun. 2001, 1550-1551.
    • (2001) Chem. Commun , pp. 1550-1551
    • Warrener, R.N.1    Shang, M.2    Butler, D.N.3
  • 34
    • 3242667316 scopus 로고    scopus 로고
    • Aryl ring dynamics in bis-succinimido-cyclophanes
    • Butler, D. N.; Shang, M.; Mann, D.; Johnston, M. R. Aryl ring dynamics in bis-succinimido-cyclophanes. ARKIVOC 2001, 12, 27-34.
    • (2001) ARKIVOC , vol.12 , pp. 27-34
    • Butler, D.N.1    Shang, M.2    Mann, D.3    Johnston, M.R.4
  • 36
    • 85187987436 scopus 로고    scopus 로고
    • Synthetic approaches to bis-peptides attached on polynorbornane molecular scaffolds with well-defined relative positions and distances
    • Seijas, J, A.; Tato, M. P. V. (Eds.); 30th November
    • Shang, M.; Warrener, R. N.; Butler, D. N.; Margetić, D. Synthetic approaches to bis-peptides attached on polynorbornane molecular scaffolds with well-defined relative positions and distances. 9th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-9), Seijas, J, A.; Tato, M. P. V. (Eds.); 30th November 2005
    • (2005) 9th International Electronic Conference On Synthetic Organic Chemistry (ECSOC-9)
    • Shan, M.1    Warrener, R.N.2    Butler, D.N.3    Margetić, D.4
  • 37
    • 85187997042 scopus 로고    scopus 로고
    • Synthesis of bis-peptides attached on poly[n]norbornane molecular scaffolds with well-defined relative positions and distances
    • in press
    • Shang, M.; Warrener, R. N.; Butler, D. N.; Margetić, D.; Murata, Y. Synthesis of bis-peptides attached on poly[n]norbornane molecular scaffolds with well-defined relative positions and distances. Mol. Divers. 2010, in press.
    • (2010) Mol. Divers
    • Shang, M.1    Warrener, R.N.2    Butler, D.N.3    Margetić, D.4    Murata, Y.5
  • 38
    • 85188020204 scopus 로고    scopus 로고
    • Central Queensland University, unpublished results
    • Johnston, M. R.; Sun, H.; Warrener, R. N. Central Queensland University 2000, unpublished results.
    • (2000)
    • Johnston, M.R.1    Sun, H.2    Warrener, R.N.3
  • 39
    • 0000364195 scopus 로고    scopus 로고
    • A. Synthesis of Functionalized Cavity Structures via 1,3-Dipolar cycloaddition of angle-shaped alkenes to curved norbornene-framed dipoles
    • Term 'northern' refers to cavity polynorbonane molecules with upwardfacing end-walls in respect to norbornane skeleton
    • Term 'northern' refers to cavity polynorbonane molecules with upwardfacing end-walls in respect to norbornane skeleton: Warrener, R. N.; Margetić, D.; Amarasekara, A. S.; Russell, R. A. Synthesis of Functionalized Cavity Structures via 1,3-Dipolar cycloaddition of angle-shaped alkenes to curved norbornene-framed dipoles. Org. Lett. 1999, 1, 203-206
    • (1999) Org. Lett , vol.1 , pp. 203-206
    • Warrener, R.N.1    Margetić, D.2    Amarasekara, A.S.3    Russell, R.4
  • 40
    • 0038701679 scopus 로고    scopus 로고
    • Position-Addressable Nano-Scaffolds. II. The introduction of one, two, or three addressable succinimide linkage points onto the under-surface of 'Southern' Cavity Bis-Porphyrins
    • Warrener, R. N.; Sun, H.; Johnston, M. R. Position-Addressable Nano-Scaffolds. II. The introduction of one, two, or three addressable succinimide linkage points onto the under-surface of 'Southern' Cavity Bis-Porphyrins. Aust. J. Chem. 2003, 56, 269-273.
    • (2003) Aust. J. Chem , vol.56 , pp. 269-273
    • Warrener R., N.1    Sun, H.2    Johnston, M.R.3
  • 41
    • 0026083324 scopus 로고
    • The synthesis of polarofacial spacer molecules: A new twist in the coupling of ring strained olefins with oxadiazoles
    • Warrener, R. N.; Butler, D. N.; Liao, W. Y.; Pitt, I. G.; Russell, R. A. The synthesis of polarofacial spacer molecules: a new twist in the coupling of ring strained olefins with oxadiazoles. Tetrahedron Lett. 1991, 32, 1889-1892.
    • (1991) Tetrahedron Lett , vol.32 , pp. 1889-1892
    • Warrener, R.N.1    Butler, D.N.2    Liao, W.Y.3    Pitt, I.G.4    Russell, R.A.5
  • 42
    • 0029100698 scopus 로고
    • New synthetic strategies for the production of rigid, internally functionalised cavity molecules
    • Warrener, R. N.; Wang, S.; Maksimović, L. J.; Tepperman, P. M.; Butler, D.N. New synthetic strategies for the production of rigid, internally functionalised cavity molecules. Tetrahedron Lett. 1995, 36, 6141-6144.
    • (1995) Tetrahedron Lett , vol.36 , pp. 6141-6144
    • Warrener, R.N.1    Wang, S.2    Maksimović, L.J.3    Tepperman, P.M.4    Butler, D.N.5
  • 43
    • 76649100092 scopus 로고    scopus 로고
    • Reaction of 2,5- bis-trifluoromethyl-1,3,4-oxadiazole with 7-oxanorbornenes revisited: Experimental and quantum-chemical study of reaction stereospecifity
    • Margetić, D.; Eckert-Maksić, M.; Trošelj, P.; Marinić, Ž. Reaction of 2,5- bis-trifluoromethyl-1,3,4-oxadiazole with 7-oxanorbornenes revisited: experimental and quantum-chemical study of reaction stereospecifity. J. Fluor. Chem. 2010, 131, 408-416.
    • (2010) J. Fluor. Chem , vol.131 , pp. 408-416
    • Margetić, D.1    Eckert-Maksić, M.2    Trošelj, P.3    Marinić, Z.4
  • 46
    • 0029070731 scopus 로고
    • Warrener, R. N.; Elsey, G. M:;Russell R. A;Tiekink, E. R. T. Cage formation in the reaction 7-tert-Butoxynorbornadiene with 2,5- bis(Trifluoromethyl)-1,3,4-oxadiazole: X-Ray Structure, AM1 calculations and mechanistic comments. Tetrahedron Lett. 1995, 36, 5275-5278.
    • (1995) Tetrahedron Lett , vol.36 , pp. 5275-5278
    • Warrener, R.N.1    Elsey, G.M.2
  • 47
    • 65449159424 scopus 로고    scopus 로고
    • Total synthesis of vindoline and related alkaloids
    • Ishikawa, H.; Boger, D. L. Total synthesis of vindoline and related alkaloids. J. Synth. Org. Chem. Jpn. 2009, 67, 123-133.
    • (2009) J. Synth. Org. Chem. Jpn , vol.67 , pp. 123-133
    • Ishikawa, H.1    Boger, D.L.2
  • 48
    • 0037174410 scopus 로고    scopus 로고
    • Intramolecular Diels-Alder and tandem intramolecular Diels-Alder/1,3-dipolar cycloaddition reactions of 1,3,4-Oxadiazoles
    • Wilkie, G. D.; Elliott, G. I.; Blagg, B. S. J.; Wolkenberg, S. E., Soenen, D. R.; Miller, M. M.; Pollack, S.; Boger, D. L. Intramolecular Diels-Alder and tandem intramolecular Diels-Alder/1,3-dipolar cycloaddition reactions of 1,3,4-Oxadiazoles. J. Am. Chem. Soc. 2002, 124, 11292-11294.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 11292-11294
    • Wilkie, G.D.1    Elliott, G.I.2    Blagg, B.S.J.3    Wolkenberg, S.E.4    Soenen, D.R.5    Miller, M.M.6    Pollack, S.7    Boger, D.L.8
  • 49
    • 14844339765 scopus 로고    scopus 로고
    • Total Synthesis of Natural (-)- and ent-(+)-4-Desacetoxy-6,7-dihydrovindorosine and Natural and ent-Minovine: Oxadiazole Tandem Intramolecular Diels-Alder/1,3-Dipolar Cycloaddition Reaction
    • Yuan, Z. Q.; Ishikawa, H.; Boger, D. L. Total Synthesis of Natural (-)- and ent-(+)-4-Desacetoxy-6,7-dihydrovindorosine and Natural and ent-Minovine: Oxadiazole Tandem Intramolecular Diels-Alder/1,3-Dipolar Cycloaddition Reaction. Org. Lett. 2005, 7, 741-744.
    • (2005) Org. Lett , vol.7 , pp. 741-744
    • Yuan, Z.Q.1    Ishikawa, H.2    Boger, D.L.3
  • 50
    • 31044433462 scopus 로고    scopus 로고
    • Total Synthesis of (-)- and (+)-Vindorosine: Tanderm Intramolecular Diels- Alder/1,3-Dipolar Cycloaddition of 1,3,4-Oxadiazoles
    • Elliott, G. J.; Velcicky, J.; Ishikawa, H.; Li, Y.-K.; Boger, D. L. Total Synthesis of (-)- and (+)-Vindorosine: Tanderm Intramolecular Diels- Alder/1,3-Dipolar Cycloaddition of 1,3,4-Oxadiazoles. Angew. Chem. Int. Ed. 2006, 45, 620-622.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 620-622
    • Elliott, G.J.1    Velcicky, J.2    Ishikawa, H.3    Li, Y.-K.4    Boger, D.L.5
  • 52
    • 77949853491 scopus 로고    scopus 로고
    • Asymmetric total synthesis of vindoline
    • Kato, D.; Sasaki, Y.; Boger, D. L. Asymmetric total synthesis of vindoline. J. Am. Chem. Soc. 2010, 132, 3685-3687.
    • (2010) J. Am. Chem. Soc , vol.132 , pp. 3685-3687
    • Kato, D.1    Sasaki, Y.2    Boger, D.L.3
  • 53
    • 77949416437 scopus 로고    scopus 로고
    • Total Synthesis of (+)-Fendleridine (Aspidoalbidine) and (+)-1- Acetylaspidoalbidine
    • Campbell, E. L.; Zuhl, A. M.; Christopher M. Liu, C. M.; Boger, D. L. Total Synthesis of (+)-Fendleridine (Aspidoalbidine) and (+)-1- Acetylaspidoalbidine. J. Am. Chem. Soc. 2010, 132, 3009-3012.
    • (2010) J. Am. Chem. Soc , vol.132 , pp. 3009-3012
    • Campbell, E.L.1    Zuhl, A.M.2    Christopher, M.3    Liu, C.M.4    Boger, D.L.5
  • 54
    • 0003497902 scopus 로고    scopus 로고
    • Kobayashi, S.; Jǿrgensen, K. A. (Eds.), Wiley: New York
    • Kobayashi, S.; Jǿrgensen, K. A. (Eds.), Cycloaddition Reactions in Organic Synthesis, Wiley: New York 2001
    • (2001) Cycloaddition Reactions In Organic Synthesis
  • 55
    • 0037131146 scopus 로고    scopus 로고
    • Total synthesis of anhydrolycorinone utilizing sequential intramolecular Diels-Alder Reactions of a 1,3,4-Oxadiazole
    • Wolkenberg, S. E.; Boger, D. L. Total synthesis of anhydrolycorinone utilizing sequential intramolecular Diels-Alder Reactions of a 1,3,4-Oxadiazole. J. Org. Chem. 2002, 67, 7361-7364.
    • (2002) J. Org. Chem , vol.67 , pp. 7361-7364
    • Wolkenberg, S.E.1    Boger, D.L.2
  • 56
    • 0001453294 scopus 로고    scopus 로고
    • 1,3,4-oxadiazoles as dienes in Diels-Alder reactions studied with am1 semiempirical and hybrid density functional methods. Are 1,3,4- Oxadiazoles practical synthones for the preparation of valuable organic materials?
    • Juršić, B. S. 1,3,4-oxadiazoles as dienes in Diels-Alder reactions studied with am1 semiempirical and hybrid density functional methods. Are 1,3,4- Oxadiazoles practical synthones for the preparation of valuable organic materials? THEOCHEM 1998, 452, 153-168.
    • (1998) THEOCHEM , vol.452 , pp. 153-168
    • Juršić, B.S.1
  • 57
    • 1542616713 scopus 로고    scopus 로고
    • Ab initio and semiempirical modelling of stereoselectivities of Diels-Alder cycloadditions of furan and cyclopentadiene with norbornenes
    • Margetić, D.; Warrener, R. N. Ab initio and semiempirical modelling of stereoselectivities of Diels-Alder cycloadditions of furan and cyclopentadiene with norbornenes. Croat. Chem. Acta. 2003, 76, 357-363.
    • (2003) Croat. Chem. Acta , vol.76 , pp. 357-363
    • Margetić, D.1    Warrener, R.N.2
  • 58
    • 85187988017 scopus 로고    scopus 로고
    • A theoretical study of the 􀀁- facial and stereoselectivities in the Diels-Alder cycloadditions of cyclopentadiene and 1,3-cyclohexadiene with 7-azabenzonorbornadienes and 5-aza-benzobicyclo[2.2.2]oct-7-en-6-one
    • Article 6
    • Margetić, D.; Warrener, R. N., Malpass, J. R. A theoretical study of the 􀀁- facial and stereoselectivities in the Diels-Alder cycloadditions of cyclopentadiene and 1,3-cyclohexadiene with 7-azabenzonorbornadienes and 5-aza-benzobicyclo[2.2.2]oct-7-en-6-one. Int. J. Chem. 1999, 2, Article 6, http://www.ijc.com/
    • (1999) Int. J. Chem , vol.2
    • Margetić, D.1    Warrener, R.N.2    Malpass, J.R.3
  • 59
    • 33746805477 scopus 로고    scopus 로고
    • Computational study on reactivity of cyclic organometallic dienes containing silicon and germanium
    • Margetić, D.; Eckert-Maksić, M. Computational study on reactivity of cyclic organometallic dienes containing silicon and germanium. New J. Chem. 2006, 30, 1149-1154.
    • (2006) New J. Chem , vol.30 , pp. 1149-1154
    • Margetić, D.1    Eckert-Maksić, M.2
  • 60
    • 0011956278 scopus 로고    scopus 로고
    • High-level computational study of the site-, facial- and stereoselectivities for the Diels-Alder reaction between o-benzoquinone and Norbornadiene
    • Margetić, D.; Johnston, M. R.; Warrener, R. N. High-level computational study of the site-, facial- and stereoselectivities for the Diels-Alder reaction between o-benzoquinone and Norbornadiene. Molecules 2000, 5, 1417-1428.
    • (2000) Molecules , vol.5 , pp. 1417-1428
    • Margetić, D.1    Johnston, M.R.2    Warrener, R.N.3


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