Stereochemistry of N-ethyl-N-9-triptycylhydroxylamine and its O-alkyl derivatives

Chemistry Letters

Volumn , Issue 9, 2000, Pages 1102-1103

  Yamamoto, Gaku ^a   Nakajo, Fusako ^a   Endo, Naoka ^a   Mazaki, Yasuhiro ^a  

^a KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0034340051     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2000.1102     Document Type: Article

References (11)

1. G. Yamamoto, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Tetrahedron, 52, 12409 (1996); G. Yamamoto, K. Inoue, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Bull. Chem. Soc. Jpn., 71, 1241 (1998); G. Yamamoto, F. Nakajo, N. Tsubai, H. Murakami, and Y. Mazaki, Bull. Chem. Soc. Jpn., 72, 2315 (1999)
2. G. Yamamoto, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Tetrahedron, 52, 12409 (1996); G. Yamamoto, K. Inoue, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Bull. Chem. Soc. Jpn., 71, 1241 (1998); G. Yamamoto, F. Nakajo, N. Tsubai, H. Murakami, and Y. Mazaki, Bull. Chem. Soc. Jpn., 72, 2315 (1999)
3. G. Yamamoto, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Tetrahedron, 52, 12409 (1996); G. Yamamoto, K. Inoue, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Bull. Chem. Soc. Jpn., 71, 1241 (1998); G. Yamamoto, F. Nakajo, N. Tsubai, H. Murakami, and Y. Mazaki, Bull. Chem. Soc. Jpn., 72, 2315 (1999)
4. For reviews on conformation and dynamic stereochemistry of hydroxylamine derivatives, see: F. G. Riddell, Tetrahedron, 37, 849 (1981); M. Raban and D. Kost, Tetrahedron, 40, 3345 (1984); M. Raban and D. Kost, in "Acyclic Organonitrogen Stereodynamics," ed. by J. B. Lambert and Y. Takeuchi, VCH Publishers, New York (1992), Chap. 2.
5. For reviews on conformation and dynamic stereochemistry of hydroxylamine derivatives, see: F. G. Riddell, Tetrahedron, 37, 849 (1981); M. Raban and D. Kost, Tetrahedron, 40, 3345 (1984); M. Raban and D. Kost, in "Acyclic Organonitrogen Stereodynamics," ed. by J. B. Lambert and Y. Takeuchi, VCH Publishers, New York (1992), Chap. 2.
6. For reviews on conformation and dynamic stereochemistry of hydroxylamine derivatives, see: F. G. Riddell, Tetrahedron, 37, 849 (1981); M. Raban and D. Kost, Tetrahedron, 40, 3345 (1984); M. Raban and D. Kost, in "Acyclic Organonitrogen Stereodynamics," ed. by J. B. Lambert and Y. Takeuchi, VCH Publishers, New York (1992), Chap. 2.
7. W. Theilacker and K.-H. Beyer, Chem. Ber., 94, 2968 (1961).
8. 3, 23 °C, 300 MHz) δ 1.29 (3H, t, J = 7.2 Hz), 1.78 (3H, t, J = 7.2 Hz), 4.06 (2H, q, J = 1.2 Hz), 4.49 (2H, q, J = 7.2 Hz), 5.24 (1H, s), 6.94-7.03 (6H, m), 7.33 (3H, m), 7.67 (3H, br).
9. 2), 6296 unique reflections with I> 2.0σ(1). The crystal contains two independent molecules of 4 and their geometries are quite similar to each other. One of them is shown in Figure 1.
10. B at δ 8.14, contradicts the observed lineshape change.
11. 2 These structures need further verification.