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For reviews of the ring-closing metathesis reaction see: (a) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450.
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For recent examples of the use of the cyclopentannelation reaction in synthesis, see: (a) Tius, M. A.; Hu, H.; Kawakami, J. K.; Busch-Petersen, J. J. Org. Chem. 1998, 63, 5971-5976.
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(b) Tius, M. A.; Busch-Petersen, J.; Yamashita, M. Tetrahedron Lett. 1998, 39, 4219-4222. For related work involving Nazarov cyclizations of allenyl ketones, see: Hashmi, A. S. K.; Bats, J. W.; Choi, J.-H.; Schwarz, L. Tetrahedron Lett. 1998, 39, 7491-7494.
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For a review of the Stetter reaction, see: Stetter, H.; Kuhlmann, H. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1991; Vol. 40, pp 407-496. See also: Stetter, H.; Haese, W. Chem. Ber. 1984, 117, 682-693.
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84984228620
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For a review of the Stetter reaction, see: Stetter, H.; Kuhlmann, H. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1991; Vol. 40, pp 407-496. See also: Stetter, H.; Haese, W. Chem. Ber. 1984, 117, 682-693.
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Stetter, H.1
Haese, W.2
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28
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0041572785
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note
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6-Heptenal was prepared in 65% yield by reduction of commercially available 6-cyano-1-hexene with DIBAL.
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29
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0042073963
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note
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Stereochemistry was determined by NOE.
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30
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0042574986
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note
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4 422.2457, found 422.2467.
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31
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0042574963
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note
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Ring-closing metathesis of the cis isomer of 2 proceeded in much lower yield (ca. 10%) under the same conditions.
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