Abstract
Data on the synthesis of chiral γ-lactams substituted at position 4 and the corresponding β-substituted γ-aminobutyric acids for the period from 1991 to 2006 are reviewed.
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M. R. Caira, R. Clauss, L. R. Nassimbeni, J. L. Scott, and A. F. Wildervank, J. Chem. Soc., Perkin Trans. 2, 763 (1997).
O. Bortolini, M. Forgagnolo, G. Fantin, and A. Medici, Chem. Letters, 32, 206 (2003).
R. E. Zelle, Synthesis, 1023 (1991).
E. J. Corey and F. Zhang, Org. Letters, 2, 4257 (2000).
T. Okino, Y. Hoashi, and Y. Takemoto, J. Am. Chem. Soc, 125, 12672 (2003).
J. F. Larrow, E. N. Jacobsen, Y. Gao, Y. Hong, X. Nie, and Ch. M. Zepp, J. Org. Chem., 59, 1939 (1994).
M. Kaik and J. Gawronski, Tetrahedron: Asymmetry, 14, 1559 (2003).
D. M. Barnes, J. Ji, M. G. Fickes, M. A. Fitzerald, S. A. King, H. E. Morton, F. A. Plagge, M. Preskill, S. H. Wagaw, S. J. Wittenberger, and J. Zhang, J. Am. Chem. Soc, 124, 13097 (2002).
J. Ji, D. M. Barnes, J. Zhang, S. A. King, S. J. Wittenberger, and H. E. Morton, J. Am. Chem. Soc, 121, 10215 (1999).
J.-M. Becht, O. Meyer, and G. Helmchen, Synthesis, 2805 (2003).
V. V. Thankur, M. D. Nikalje, and A. Sudalai, Tetrahedron: Asymmetry, 14, 581 (2003).
M. Anada and Sh. Hashimoto, Tetrahedron Lett., 39, 79 (1998).
N. Langlois, N. Dahuron, and H. Wang, Tetrahedron, 52, 15117 (1996).
A. I. Meyers and L. Snyder, J. Org. Chem., 58, 36 (1993).
A. Schoenfelder, A. Mann, and S. L. Coz, Synlett, 63 (1993).
A. Armstrong, N. J. Convine, and M. E. Popkin, Synlett, 1589 (2006).
C. Baldoli, S. Mariorana, E. Licandro, D. Perdicchia, and B. Vandoni, Tetrahedron: Asymmetry, 11, 2007 (2000).
K. Petzoldt, R. Schmiechen, K. Hamp, and M. Gottwald, US Pat. 5,539,111 (1996); Chem. Abstr., 114, 143134 (1991).
F. Felluga, V. Gombac, G. Pitacco, and E. Valentin, Tetrahedron: Asymmetry, 16, 1341 (2005).
R. V. Muralidhar, R. R. Chirumamilla, V. N. Ramachandran, R. Marchant, and P. Nigam, Med. Fac. Landbouww. Univ. Gent, 66/3a, 227 (2001).
W. Levadoux, D. Groleau, M. Trani, and R. Lortie, US Pat. 5,843,765 (1998); Chem. Abstr., 130, 24139 (1998).
R. Chenevert and M. Desjardins, Can. J. Chem., 72, 2312 (1994).
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Dedicated to Prof. Ivars Kalvinsh to mark his 60th birthday
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 803–816, June, 2007.
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Lebedev, A. Preparation of chiral 4-substituted γ-lactams and the corresponding γ-aminobutyric acids. (Review). Chem Heterocycl Compd 43, 673–684 (2007). https://doi.org/10.1007/s10593-007-0110-1
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DOI: https://doi.org/10.1007/s10593-007-0110-1