Tandem [4+2]/[3+2] cycloadditions of nitroalkenes

Chemical Reviews

Volumn 96, Issue 1, 1996, Pages 137-165

  Denmark, Scott E ^a,b,c,d   Thorarensen, Atli ^a,b,e  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b MIT ^*

^c MIT

^d ETH ZURICH   (Switzerland)

^e UNIVERSITY OF ICELAND   (Iceland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001053365     PISSN: 00092665     EISSN: None     Source Type: Journal    
DOI: 10.1021/cr940277f     Document Type: Article

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60. For reviews on the preparation and use of nitroalkanes and nitroalkenes in organic synthesis, see: (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Chimia 1979, 33, 1. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1986, 86, 751. (c) Fuji, K.; Node, M. Synlett 1991, 603. (d) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (e) Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991, 423. (f) Karakhanov, R. A.; Kelarev, V. I.; Polivin, Y. N. Russ. Chem. Rev. 1993, 62, 169. (g) Rudchenko, V. F. Chem. Rev. 1993, 93, 725. (h) Bott, K. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed.; Kropf, H., Schaumann, E., Eds.; Georg Thieme, Stuttgart, 1993; Vol. E15/1, pp 1129-1200. (i) The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1. (k) Perekalin, V. V.; Lipina, E. S.; Berestovitskaya, V. M.; Efremov, D. A. In Nitroalkenes: Conjugated Nitro Compounds; Wiley: New York, 1994.
61. For reviews on the preparation and use of nitroalkanes and nitroalkenes in organic synthesis, see: (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Chimia 1979, 33, 1. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1986, 86, 751. (c) Fuji, K.; Node, M. Synlett 1991, 603. (d) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (e) Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991, 423. (f) Karakhanov, R. A.; Kelarev, V. I.; Polivin, Y. N. Russ. Chem. Rev. 1993, 62, 169. (g) Rudchenko, V. F. Chem. Rev. 1993, 93, 725. (h) Bott, K. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed.; Kropf, H., Schaumann, E., Eds.; Georg Thieme, Stuttgart, 1993; Vol. E15/1, pp 1129-1200. (i) The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1. (k) Perekalin, V. V.; Lipina, E. S.; Berestovitskaya, V. M.; Efremov, D. A. In Nitroalkenes: Conjugated Nitro Compounds; Wiley: New York, 1994.
62. For reviews on the preparation and use of nitroalkanes and nitroalkenes in organic synthesis, see: (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Chimia 1979, 33, 1. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1986, 86, 751. (c) Fuji, K.; Node, M. Synlett 1991, 603. (d) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (e) Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991, 423. (f) Karakhanov, R. A.; Kelarev, V. I.; Polivin, Y. N. Russ. Chem. Rev. 1993, 62, 169. (g) Rudchenko, V. F. Chem. Rev. 1993, 93, 725. (h) Bott, K. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed.; Kropf, H., Schaumann, E., Eds.; Georg Thieme, Stuttgart, 1993; Vol. E15/1, pp 1129-1200. (i) The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1. (k) Perekalin, V. V.; Lipina, E. S.; Berestovitskaya, V. M.; Efremov, D. A. In Nitroalkenes: Conjugated Nitro Compounds; Wiley: New York, 1994.
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65. For reviews on the preparation and use of nitroalkanes and nitroalkenes in organic synthesis, see: (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Chimia 1979, 33, 1. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1986, 86, 751. (c) Fuji, K.; Node, M. Synlett 1991, 603. (d) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (e) Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991, 423. (f) Karakhanov, R. A.; Kelarev, V. I.; Polivin, Y. N. Russ. Chem. Rev. 1993, 62, 169. (g) Rudchenko, V. F. Chem. Rev. 1993, 93, 725. (h) Bott, K. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed.; Kropf, H., Schaumann, E., Eds.; Georg Thieme, Stuttgart, 1993; Vol. E15/1, pp 1129-1200. (i) The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1. (k) Perekalin, V. V.; Lipina, E. S.; Berestovitskaya, V. M.; Efremov, D. A. In Nitroalkenes: Conjugated Nitro Compounds; Wiley: New York, 1994.
66. For reviews on the preparation and use of nitroalkanes and nitroalkenes in organic synthesis, see: (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Chimia 1979, 33, 1. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1986, 86, 751. (c) Fuji, K.; Node, M. Synlett 1991, 603. (d) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (e) Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991, 423. (f) Karakhanov, R. A.; Kelarev, V. I.; Polivin, Y. N. Russ. Chem. Rev. 1993, 62, 169. (g) Rudchenko, V. F. Chem. Rev. 1993, 93, 725. (h) Bott, K. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed.; Kropf, H., Schaumann, E., Eds.; Georg Thieme, Stuttgart, 1993; Vol. E15/1, pp 1129-1200. (i) The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1. (k) Perekalin, V. V.; Lipina, E. S.; Berestovitskaya, V. M.; Efremov, D. A. In Nitroalkenes: Conjugated Nitro Compounds; Wiley: New York, 1994.
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71. For reviews on the preparation of nitronates and their use in organic synthesis see: (a) Takaeuchi, Y.; Furusaki, F. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic: New York, 1977; Vol. 21, pp 207-251. (b) Shipchandler, M. T. Synthesis 1979, 666. (c) Tartakovskii, V. A. Izv. Akad. Nauk. SSSR, Ser. Chim. 1984, 33, 147 (Engl. Transl.), (d) Torssell, K. B. G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis; VCH: Weinheim, 1988. (e) Breuer, E.; Aurich, H. G.; Nielsen, A. Nitrones, Nitronates, and Nitroxides; Wiley: New York, 1990; pp 105-111. (f) Döpp, H.; Döpp, D. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed., Klamann, D., Hagemann, H., Eds.; Georg Thieme: Stuttgart, 1990, Vol. E14b/1, pp 880-960.
72. For reviews on the preparation of nitronates and their use in organic synthesis see: (a) Takaeuchi, Y.; Furusaki, F. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic: New York, 1977; Vol. 21, pp 207-251. (b) Shipchandler, M. T. Synthesis 1979, 666. (c) Tartakovskii, V. A. Izv. Akad. Nauk. SSSR, Ser. Chim. 1984, 33, 147 (Engl. Transl.), (d) Torssell, K. B. G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis; VCH: Weinheim, 1988. (e) Breuer, E.; Aurich, H. G.; Nielsen, A. Nitrones, Nitronates, and Nitroxides; Wiley: New York, 1990; pp 105-111. (f) Döpp, H.; Döpp, D. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed., Klamann, D., Hagemann, H., Eds.; Georg Thieme: Stuttgart, 1990, Vol. E14b/1, pp 880-960.
73. For reviews on the preparation of nitronates and their use in organic synthesis see: (a) Takaeuchi, Y.; Furusaki, F. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic: New York, 1977; Vol. 21, pp 207-251. (b) Shipchandler, M. T. Synthesis 1979, 666. (c) Tartakovskii, V. A. Izv. Akad. Nauk. SSSR, Ser. Chim. 1984, 33, 147 (Engl. Transl.), (d) Torssell, K. B. G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis; VCH: Weinheim, 1988. (e) Breuer, E.; Aurich, H. G.; Nielsen, A. Nitrones, Nitronates, and Nitroxides; Wiley: New York, 1990; pp 105-111. (f) Döpp, H.; Döpp, D. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed., Klamann, D., Hagemann, H., Eds.; Georg Thieme: Stuttgart, 1990, Vol. E14b/1, pp 880-960.
74. For reviews on the preparation of nitronates and their use in organic synthesis see: (a) Takaeuchi, Y.; Furusaki, F. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic: New York, 1977; Vol. 21, pp 207-251. (b) Shipchandler, M. T. Synthesis 1979, 666. (c) Tartakovskii, V. A. Izv. Akad. Nauk. SSSR, Ser. Chim. 1984, 33, 147 (Engl. Transl.), (d) Torssell, K. B. G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis; VCH: Weinheim, 1988. (e) Breuer, E.; Aurich, H. G.; Nielsen, A. Nitrones, Nitronates, and Nitroxides; Wiley: New York, 1990; pp 105-111. (f) Döpp, H.; Döpp, D. In Methoden der Organischen Chemie (Houben-Weyl), 4th ed., Klamann, D., Hagemann, H., Eds.; Georg Thieme: Stuttgart, 1990, Vol. E14b/1, pp 880-960.
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