Total Synthesis of (-)-Tantazole B

Synlett

Volumn 1996, Issue 12, 1996, Pages 1168-1170

  Parsons Jr , Rodney L ^a   Heathcock, Clayton H ^b  

^a Chambers Works   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0345971576     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5716     Document Type: Article

References (34)

1. Carmelli, S.; Moore, R. E.; Patterson, G. M.; Corbett, T. H.; Valeriote, F. A. J. Am. Chem. Soc. 1990, 112, 8195.
2. Carmelli, S.; Moore, R. E.; Patterson, G. M. Tetrahedron Lett. 1991, 32, 2593.
3. (a) Jansen, R.; Kunze, B.; Reichenbach, H.; Jurkiewicz, E.; Hunsmann, G.; Höfle, G. Liebigs Ann. Chem. 1992, 357.
4. (b) Jansen, R.; Schomburg, D.; Höfle, G. Liebigs Ann. Chem. 1993, 701.
5. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
6. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
7. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
8. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
9. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
10. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
11. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
12. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
13. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
14. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
15. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
16. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
17. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
18. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
19. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
20. For previous synthetic work on the mirabazoles see: (a) Pattenden, G.; Thom, S. M. Synlett 1992, 533. (b) Walker, M. A.; Heathcock, C. H. J. Org. Chem. 1992, 57, 5566. (c) Pattenden, G.; Thom, S. M. J. Chem. Soc. Perkin Trans. 1 1993, 1629. (d) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1379. (e) Parsons, Jr., R. L.; Heathcock, C. H. Tetrahedron Lett. 1994, 35, 1383. (f) Boyce, R. J.; Pattenden, G.; Thom, S. M. Synlett 1994, 587. (g) Boyce, R. J.; Pattenden, G.; Thom, S. M. Tetrahedron 1995, 51, 26, 7313. For previous synthetic work on thiangazole see: (h) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron Lett 1994, 35, 31, 5705. (i) Ehrler, J.; Farooq, S. Synlett. 1994, 702. (j) Parsons, Jr., R. L.; Heathcock, C. H. J. Org. Chem. 1994, 59, 4733. (k) Boyce, R. J.; Mulqueen, G. C.; Pattenden, G. Tetrahedron 1995, 51, 26, 7321. (l) Wipf, P.; Miller, C. P. J. Org. Chem. 1993, 58, 3604. (m) Wipf, P.; Venkatraman, S. J. Org. Chem. 1995, 60, 7224. (n) Fruth, T.; Chemla, P.; Ehrler, J.; Farooq, S. Pestic. Sci. 1996, 46, 37. For previous synthetic work on the tantazoles see: (o) Fukuyama, T.; Xu, L. J. Am. Chem Soc. 1993, 115, 8449. (p) Carmeli, S.; Paik, S.; Moore, R. E.; Patterson, G. M. L.; Yoshida, W. Y Tetrahedron Lett. 1993, 34, 6681.
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