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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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For reviews and some recent leading references, see: (a) Banthorpe, D. V. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 397-440 (b) Abramovich, R. A.; Kyba, E. P. In The Chemistry of the Azido Group; Patai, S., Ed.; John Wiley & Sons: London, 1971; pp 221-329. (c) Kyba, E. P. In Azides and Nitrenes: Reactivity and Utility; Scriven, E. F. V., Ed.; Academic: Orlando, 1984; pp 2-34. (d) Scriven, E. F. V. ; Turnbull, K. Chem. Rev. 1988, 88, 297-368. (e) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521-5522. (f) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813. (g) Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462. (h) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192-3193. (i) Demko, Z. P.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2113-2116. (j) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 4011-4030. (k) Mertens, A.; Lammertsma, K.; Arvanaghi, M.; Olah, G. A. J. Am. Chem. Soc. 1983, 105, 5657-5660. (l) Khouki, M.; Vaultier, M.; Carrié, R. Tetrahedron Lett. 1986, 27, 1031-1034.
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0242678918
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note
-
Coincidently, a single crystal of the minor isomer (E)-1 was picked from the mixture of E,Z isomers for X-ray analysis.
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-
-
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21
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37049111562
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(c) Sha, C.-K.; Ouyang, S.-L.; Hsieh, D.-Y.; Hseu, T.-H. J. Chem. Soc., Chem. Commun. 1984, 492-494.
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Sha, C.-K.1
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Hseu, T.-H.4
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22
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0001091058
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note
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Formation of aziridine 10 can be explained by the following mechanism.
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