The first example of asymmetric induction in an anionic amino-Cope rearrangement

Tetrahedron Letters

Volumn 39, Issue 20, 1998, Pages 3345-3348

  Allin, Steven M ^a   Button, Martin A C ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

3 AMINO 1,5 DIENE DERIVATIVE; ANION; UNCLASSIFIED DRUG;

ANION EXCHANGE; ARTICLE; DIASTEREOISOMER; DISSOCIATION; ENANTIOMER; GENE REARRANGEMENT; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032516361     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00487-0     Document Type: Article

References (15)

1. [1] Wender PA, Schaus JM, Tomey DC. Tetrahedron Lett., 1979:2485-2488; Jemison RW, Ollis WD, Sutherland IO, Tannock J. J. Chem. Soc., Perkin Trans. 1, 1980:1462-1472; Dollinger M, Henning W, Kirmse W. Chem. Ber., 1982;115,:2309-2325; Hagen JP, Lewis KD, Lovell SW, Rossi P, Tezcan AZ. J. Org. Chem., 1995;60:7471-7478.
2. [1] Wender PA, Schaus JM, Tomey DC. Tetrahedron Lett., 1979:2485-2488; Jemison RW, Ollis WD, Sutherland IO, Tannock J. J. Chem. Soc., Perkin Trans. 1, 1980:1462-1472; Dollinger M, Henning W, Kirmse W. Chem. Ber., 1982;115,:2309-2325; Hagen JP, Lewis KD, Lovell SW, Rossi P, Tezcan AZ. J. Org. Chem., 1995;60:7471-7478.
3. [1] Wender PA, Schaus JM, Tomey DC. Tetrahedron Lett., 1979:2485-2488; Jemison RW, Ollis WD, Sutherland IO, Tannock J. J. Chem. Soc., Perkin Trans. 1, 1980:1462-1472; Dollinger M, Henning W, Kirmse W. Chem. Ber., 1982;115,:2309-2325; Hagen JP, Lewis KD, Lovell SW, Rossi P, Tezcan AZ. J. Org. Chem., 1995;60:7471-7478.
4. [1] Wender PA, Schaus JM, Tomey DC. Tetrahedron Lett., 1979:2485-2488; Jemison RW, Ollis WD, Sutherland IO, Tannock J. J. Chem. Soc., Perkin Trans. 1, 1980:1462-1472; Dollinger M, Henning W, Kirmse W. Chem. Ber., 1982;115,:2309-2325; Hagen JP, Lewis KD, Lovell SW, Rossi P, Tezcan AZ. J. Org. Chem., 1995;60:7471-7478.
5. [2] Sprules TJ, Galpin JD, Macdonald D. Tetrahedron Lett., 1993;34:247-250.
6. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
7. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
8. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
9. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
10. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
11. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
12. [3] Corey EJ, Lee DH. J. Am. Chem. Soc., 1991;113:4026-4028; Ito S, Tsunoda T. J. Chin. Chem. Soc., 1992;39:205-208; Tsunoda T, Tatsuki S, Shiraishi Y, Akasaka M, Ito S. Tetrahedron Lett., 1993;34:3297-3300; Tsunoda T, Tatsuki S, Kataoka K, Ito, S. Chem. Lett., 1994:543-546; Enders D, Knopp M, Schiffers R. Tetrahedron: Asymmetry, 1996;7:1847-1882; Kobayashi M, Masumoto K, Nakai, E, Nakai T. Tetrahedron Lett., 1996, 37, 3005-3008; Krebs A, Kazmaier U. Tetrahedron Lett., 1996;37:7945-7946.
13. [4] Allin SM, Button MAC, Shuttleworth SJ. Synlett, 1997:725-727.
14. [5] Agami C, Meynier F, Berlan J, Besace Y, Brochard L. J. Org. Chem., 1986;51:73-75.
15. [6] Young Yoo H, Houk K N, Lee JK, Scialdone, M A, Meyers A I. J. Am. Chem. Soc., 1998;120:205-206.