Photochemistry of Structural Analogues of Previtamin D3: Generality of the Wavelength-Dependent Triene Photocyclization

Journal of Organic Chemistry

Volumn 62, Issue 26, 1997, Pages 9005-9008

  Dauben, William G ^a   Zhou, Boli ^a   Lam, Joe Y L ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b APPLIED BIOSYSTEMS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0010459543     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9622183     Document Type: Article

References (31)

1. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
2. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
3. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
4. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
5. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
6. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
7. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
8. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
9. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
10. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
11. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
12. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
13. 3 system: (a) Dauben, W. G.; McInnis, D. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, p 81. (b) Jacobs, H. J. C.; Havinga, E. In Advances in Photochemistry; Pitts, J. N., Jr., Hammond, G. S., Gollnick, K., Eds.; Interscience Publishers: New York, 1979; Vol. 11, p 305. (c) Laarhoven, W. H. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1987; Vol. 9, p 129. (d) Norman, A. W. Vitamin D; Academic Press: New York, 1979. (e) Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 355. (f) Kobayashi, T.; Yasumura, M. J. Nutr. Sci. Vitaminol. 1973, 19, 123. (g) Sato, T.; Yamachuchi, H,; Ogata, Y.; Kunii, T.; Kagei, K.; Katsui, G.; Toyoshima, S.; Yasumura, M.; Kobayashi, T. J. Nutr. Sci. Vitaminol. 1980, 26, 545. (h) Barton, D. H. R.; Hesse, R. H.; Pechet, M. M.; Rizzardo, E. J. Am. Chem. Soc. 1973, 95, 2748. (i) Pfoertner, K.; Weber, J. P. Helv. Chim. Acta 1972, 55, 921. (j) Pfoertner, K. Helv. Chim. Acta 1972, 55, 937. (k) Jacobs, H. J. C.; Gielen, J. W. H.; Havinga, E. Tetrahedron Lett. 1980, 21, 4013. (l) Andrews, J. R.; Hudson, B. S. Chem. Phys. Lett. 1979, 60, 380. (m) Pierce, B. M.; Bennett, J. A.; Birge, R. R. J. Chem. Phys. 1982, 77, 6343.
14. Dauben, W. G.; Phillips, R. B. J. Am. Chem. Soc. 1982, 104, 5781.
15. (a) Dauben, W. G.; Disanayaka, B.; Funhoff, D. J. H.; Kohler, B. E.; Schilke, D. E.; Zhou, B. J. Am. Chem. Soc. 1991, 113, 8367.
16. (b) Dauben, W. G.; Share, P. E.; Ollmann, R. R., Jr. J. Am. Chem. Soc. 1988, 110, 2548.
17. (a) Bernardi, F.; Olivucci, M.; Ragazos, I. N.; Robb, M. A. J. Am. Chem. Soc. 1992, 114, 8211.
18. (b) Celani, P.; Ottani, S.; Olivucci, M.; Bernardi, F.; Robb, M. A. J. Am. Chem. Soc. 1994, 116, 10141.
19. (a) Courtin, J. M. L.; Verhagen, L.; Biesheuvel, P. L.; Lugtenburg, J.; van der Bend, R. L.; van Dam, K. Recl. Trav. Chim. Pay-Bas 1987, 106, 112.
20. (b) Harding, K. E.; Ligon, R. C. Synth. Commun. 1974, 4(5), 297.
21. Inhoffen, H. H.; Irmscher, K. Chem. Ber. 1956, 89, 1833.
22. Snoeren, A. E. C.; Doha, M. R.; Lugtenburg, J.; Havinga, E. Recl. Trav. Chim. Pays-Bas 1970, 89, 261.
23. Woodward, R. B.; Hoffmann, R. Angew. Chem., Int. Ed. Engl. 1969, 8, 814.
24. Rappoldt, M. P.; Havinga, E. Recl. Trav. Chim. Pays-Bas 1960, 79, 369.
25. 3 that are of different barriers (Bernardi, F.; Olivucci, M.; Robb, M. Isr. J. Chem. 1993, 33, 265).
26. 3 that are of different barriers (Bernardi, F.; Olivucci, M.; Robb, M. Isr. J. Chem. 1993, 33, 265).
27. (a) Granville, M. F.; Kohler, B. E.; Snow, J. B. J. Chem. Phys. 1981, 75, 3765.
28. (b) Ackerman, J. R.; Kohler, B. E. J. Chem. Phys. 1982, 77, 3967.
29. Kohler, B. E. J. Chem. Phys. 1990, 93, 5838.
30. Buma, W. J.; Kohler, B. E.; Song, K. J. Chem. Phys. 1991, 94, 4691.
31. (e) Kohler, B. E. Chem. Rev. 1993, 93, 41.