Stereocontrolled Synthesis of Substituted cis-Cyclopenta[b]pyrrolidines

Journal of Organic Chemistry

Volumn 50, Issue 13, 1985, Pages 2403-2405

  Overman, Larry E ^a   Okazaki, Mark E ^a   Jacobsen, E Jon ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001533071     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00213a049     Document Type: Article

References (11)

1. Part 16 in the series “Synthesis Applications of Cationic Aza-Cope Rearrangements”. For part 15, see: Overman, L. E.; Angle, S. R. J. Org. Chem., 1985, in press.
2. Cordell, G. A. “Introduction to the Alkaloids. A Biogenetic Approach” Wiley: New York, 1981; pp 758–760.
3. Curtis, P. J.; Greatbanks, D.; Hesp, B.; Cameron, A. F.; Freer, A. A. J. Chem. Soc., Perkin Trans. 1 1977, 180. Ferezou, J.-P.; Quesneau-Thierry, A.; Barbier, M.; Kollmann, A.; Bousquert, J.-F. J. Chem. Soc., Perkin Trans. 1980, 113.
4. (a) Overman, L. E.; Mendelson, L. T.; Jacobsen, E. J. J. Am. Chem. Soc. 1983, 105, 6629. (b) Overman, L. E.; Jacobsen, E. J. Tetrahedron Lett. 1982, 23, 2741.
5. Overman, L. E.; Jacobsen, E. J.; Doedens, R. J. J. Org. Chem. 1983, 48, 3393. Overman, L. E.; Jacobsen, E. J. Tetrahedron Lett. 1982, 23, 2737.
6. Heine, H.-G.; Fischer, H.-M. Chem. Ber. 1972, 105, 975.
7. Bloomfield, J. J.; Nelke, J. M. Org. Synth. 1977, 57, 1.
8. Jackson, A. E.; Johnstone, R. A. W. Synthesis 1976, 685.
9. Lambert, J. G.; Oliver, W. L. J. Am. Chem. Soc. 1969, 91, 7774. Breuer, E.; Melumad, D. J. Org. Chem. 1973, 38, 1601. Pitner, T. P.; Edwards, W. B.; Bassfield, R. L.; Whidby, J. F. J. Am. Chem. Soc. 1978, 100, 246.
10. Hammond, G. S.; DeBoer, C. D. J. Am. Chem. Soc. 1964, 86, 899. Berson, J. A.; Dervan, P. B.; Malherbe, R.; Jenkins, J. A. J. Am. Chem. Soc. 1976, 98, 5937. (13) Isolation of the highly strained trans, trans-1,5-cyclooctadiene has been reported: Whitesides, G. M.; Goe, G. L.; Cope, A. C. J. Am. Chem. Soc. 1967, 89, 7136; 1969, 91, 2608.
11. Perrin, C. L.; Faulkner, D. J. Tetrahedron Lett. 1969, 2783.