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Nitrile oxides, nitrones and nitronates in organic synthesis
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Torssell, K. B. G., Ed.; VCH: New York
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Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Towards Heterocycles and Natural Products
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Chiacchio, U.; Corsaro, A.; Gumina, G.; Rescifina, A.; Iannanazzo, D.; Piperno, A.; Romeo, G.; Romeo, R. J. Org. Chem. 1999, 64, 9322.
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Simon, A.5
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(c) Chiacchio, U.; Corsaro, A.; Iannanazzo, D.; Piperno, A.; Procopio, A.; Rescifina, A.; Romeo, G.; Romeo, R. Eur. J. Org. Chem. 2001, 1893.
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Piperno, A.4
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Rescifina, A.6
Romeo, G.7
Romeo, R.8
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10
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0036068835
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and references cited therein
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(d) Fischer, R.; Druckova, A.; Fisera, L.; Ribar, A.; Hametner, C.; Cyranski, M. K. Synlett 2002, 1113; and references cited therein.
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Synlett
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Fischer, R.1
Druckova, A.2
Fisera, L.3
Ribar, A.4
Hametner, C.5
Cyranski, M.K.6
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11
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Tamura, O.1
Mita, N.2
Gotanda, K.3
Yamada, K.4
Nakano, T.5
Katagiri, R.6
Sakamoto, M.7
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12
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(a) Jensen, K. B.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 1999, 64, 2353.
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Jensen, K.B.1
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Jørgensen, K.A.3
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13
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0033611996
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(b) Simonsen, K. B.; Bayon, P.; Hazell, R. G.; Gothelf, K. V.; Jørgensen, K. A. J. Am. Chem. Soc. 1999, 121, 3845.
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Simonsen, K.B.1
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Jørgensen, K.A.5
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14
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0041711135
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Merino, P.1
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Moreno, A.5
Tejero, T.6
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15
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33845673893
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note
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1H NMR.
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19
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0030593634
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Tokunaga, Y.; Ihara, M.; Fukumoto, K. Tetrahedron Lett. 1996, 37, 6157.
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Tetrahedron Lett.
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Tokunaga, Y.1
Ihara, M.2
Fukumoto, K.3
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20
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33845672387
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note
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Under our standard conditions, similar levels of trans-selectivity were observed in the reaction of 1 with ethyl vinyl ether (4:1) and tert-butyl vinyl ether (3:1).
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21
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0036270447
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For preparation of dipolarophiles, see: (a) Gaulon, C.; Gizecki, P.; Dhal, R.; Dujardin, G. Synlett 2002, 952.
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(2002)
Synlett
, pp. 952
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Gaulon, C.1
Gizecki, P.2
Dhal, R.3
Dujardin, G.4
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23
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0038512172
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(c) Chery, F.; Desroses, M.; Tatibouët, A.; De Lucchi, O.; Rollin, P. Tetrahedron 2003, 59, 4563.
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(2003)
Tetrahedron
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Chery, F.1
Desroses, M.2
Tatibouët, A.3
De Lucchi, O.4
Rollin, P.5
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24
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4143098025
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(d) Girniene, J.; Tardy, S.; Tatibouët, A.; Sackus, A.; Rollin, P. Tetrahedron Lett. 2004, 45, 6443.
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(2004)
Tetrahedron Lett.
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Girniene, J.1
Tardy, S.2
Tatibouët, A.3
Sackus, A.4
Rollin, P.5
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25
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18744393878
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Such diastereomeric separation was seldom reported for adducts deriving from alkyl vinyl ethers. For a successful case, see: Fischer, R.; Dugovi, B.; Wiesenganger, T.; Fisera, L.; Hametner, C.; Prónayová, N. Heterocycles 2005, 65, 591.
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(2005)
Heterocycles
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Fischer, R.1
Dugovi, B.2
Wiesenganger, T.3
Fisera, L.4
Hametner, C.5
Prónayová, N.6
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26
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33745377114
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For previous use of chiral N-vinyl-1,3-oxazolidin-2-ones in [4+2] asymmetric reactions, see: Gaulon, C.; Dhal, R.; Chapin, T.; Maisonneuve, V.; Dujardin, G. J. Org. Chem. 2004, 69, 952.
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(2004)
J. Org. Chem.
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Gaulon, C.1
Dhal, R.2
Chapin, T.3
Maisonneuve, V.4
Dujardin, G.5
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27
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33745361740
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For recent use of chiral N-vinyl-1,3-oxazolidine-2-thiones in [4+2] asymmetric reactions, see: Tardy, S.; Tatibouët, A.; Rollin, P.; Dujardin, G. Synlett 2006, 1425.
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(2006)
Synlett
, pp. 1425
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Tardy, S.1
Tatibouët, A.2
Rollin, P.3
Dujardin, G.4
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