An IMDA approach to tigliane and daphnane diterpenoids: Generation of the teteacyclic ring system of the tiglianes

Tetrahedron Letters

Volumn 38, Issue 39, 1997, Pages 6913-6916

  Page, Philip C Bulman ^a   Jennens, David C ^a   McFarland, Heather ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DAPHNANE DERIVATIVE; DITERPENOID; PHORBOL ESTER; TIGLIANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

BETULACEAE;

EID: 0030764008     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01593-1     Document Type: Article

References (64)

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29. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
30. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
31. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
32. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
33. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
34. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
35. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
36. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
37. For leading references see: Parker, K. A.; Adamchuk, M. R. Tetrahedron Lett., 1978, 1689; McLoughlin, J. I.; Brahma, R.; Canpopiano O.; Little, R. D. Tetrahedron Lett., 1990, 31, 1377; Wender, P. A.; Mascareñas, J. L. J. Org. Chem., 1991, 56, 6267; Harwood, L. M.; Ishikawa, T.; Phillips, H.; Watkin, D. J. Chem. Soc., Chem. Commun., 1991, 527; Dolata, D.; Harwood, L. M. J. Am. Chem. Soc., 1992, 114, 10738; Dauben, W. G.; Dinges, J.; Smith, T. C. J. Org. Chem., 1993, 58, 7635; Paquette, L. A.; Sauer, D. B.; Edmondson, S. D.; Friedrich, D. Tetrahedron, 1994, 50, 4071; McMills, M. C.; Zhuang, L. H.; Wright, D. L.; Watt, W. Tetrahedron Lett., 1994, 35, 8311; Sugita, K.; Neville, C. F.; Sodeoka, M.; Sasai, H.; Shibasaki, M Tetrahedron Lett., 1995, 1067; Rigby, J. H.; Niyaz, N. M.; Short, K.; Heeg, M. J. J. Org. Chem., 1995, 60, 7720.
38. Brieger, G.; Bennett, J. N. Chem. Rev., 1980, 80, 63; Craig, D. Chem. Soc. Rev., 1987, 16, 187; Carruthers, W. in 'Cycloaddition reactions in organic synthesis,' Pergamon, Oxford, 1990; Fringuelli, F.; Taticchi, A. in 'Dienes in the Diels-Alder reaction,' Wiley, New York, 1990.
39. Brieger, G.; Bennett, J. N. Chem. Rev., 1980, 80, 63; Craig, D. Chem. Soc. Rev., 1987, 16, 187; Carruthers, W. in 'Cycloaddition reactions in organic synthesis,' Pergamon, Oxford, 1990; Fringuelli, F.; Taticchi, A. in 'Dienes in the Diels-Alder reaction,' Wiley, New York, 1990.
40. Brieger, G.; Bennett, J. N. Chem. Rev., 1980, 80, 63; Craig, D. Chem. Soc. Rev., 1987, 16, 187; Carruthers, W. in 'Cycloaddition reactions in organic synthesis,' Pergamon, Oxford, 1990; Fringuelli, F.; Taticchi, A. in 'Dienes in the Diels-Alder reaction,' Wiley, New York, 1990.
41. Brieger, G.; Bennett, J. N. Chem. Rev., 1980, 80, 63; Craig, D. Chem. Soc. Rev., 1987, 16, 187; Carruthers, W. in 'Cycloaddition reactions in organic synthesis,' Pergamon, Oxford, 1990; Fringuelli, F.; Taticchi, A. in 'Dienes in the Diels-Alder reaction,' Wiley, New York, 1990.
42. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
43. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
44. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
45. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
46. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
47. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
48. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
49. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
50. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
51. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
52. For leading references see: Oppolzer, W.; Snowden, R. L. Helv. Chim. Acta, 1981, 64, 2592; Smith, D. A.; Sakan, K.; Houk, K. N. Tetrahedron Lett., 1986, 27, 4877; Wender, P. A.; Keenan, R. M.; Lee, H. Y. J. Am. Chem. Soc., 1987, 109, 4390; Craig, D.; Reader, J. C. Tetrahedron Lett., 1990, 31, 6585; Shea, K. J.; Zandi, K. S.; Stuab, A. J.; Carr, R. Tetrahedron Lett., 1990, 31, 5885; Gassman, P. G.; Gorman, D. B. J. Am. Chem. Soc., 1990, 112, 8623; Smith, D. A.; Houk, K. N. Tetrahedron Lett., 1991, 32, 1549; Hall, D. G.; Müller, R.; Deslongchamps, P. Tetrahedron Lett., 1992, 33, 5217; Lei, B.; Fallis, A. G. J. Org. Chem., 1993, 58, 2186; Toyota, M.; Seishi, T.; Yokoyama, M.; Fukumoto, K.; Kabuto, C. Tetrahedron, 1994, 50, 1093; Grieco, P. A.; Collins, J. R.; Handy, S. T. Synlett, 1995, 1155; Hall, D. G.; Caille, A. S.; Drouin, M.; Lamothe, S.; Müller, R.; Deslongchamps, P. Synthesis, 1995, 1081; Hall, D. G.; Deslongchamps, P. J. Org. Chem., 1995, 60, 7796.
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