Enantioselective Synthesis of trans-4-Methylpipecolic Acid

Author:

Alegret Carlos1,Santacana Ferran1,Riera Antoni1

Affiliation:

1. Unitat de Recerca en Síntesi Asimètrica (URSA-PCB), Institute for Biomedical Research (IRB) and Departament de Química Orgànica, Universitat de Barcelona, Parc Científic de Barcelona c/Josep Samitier, 1-5, 08028 Barcelona, Spain

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference56 articles.

1. See for example:  (a) Shilvock, J. P.; Nash, R. J.; Lloyd, J. D.; Winters, A. L.; Asano, N.; Fleet, J. W.Tetrahedron:  Asymmetry1998,9, 3505. (b) Ho, B.; Zabriskie, T. M.Bioorg. Med. Chem. Lett.1998,8, 739. (c) Ninomiya, I.; Kiguchi, T.; Naito, T.Alkaloids1998,50, 317. (d) Lamarre, D.; Croteau, G.; Bourgon, L.; Thibeult, D.; Wardrop, E.; Clouette, C.; Vaillancourt, M.; Cohen, E.; Pargellis, C.; Yoakim, C.; Anderson, P. C.Antimicrob. AgentsChemother.1997,41, 965. (e) Dragovich, P. S.; Barker, J. E.; French, J.; Imbacuan, M.; Kalish, V. J.; Kissinger, C. R.; Knighton, D. R.; Lewis, C. T.; Moomaw, E. W.; Parge, H. E.; Pelletier, L. A. K.; Prins, T. J.; Showalter, R. E.; Tatlock, J. H.; Tucker, K. D.; Villafranca, J. E. J. Med. Chem.1996,39, 1872. (f) Skiles, J. W.; Giannousis, P. P.; Fales, K. R.Bioorg. Med. Chem.Lett.1996,6, 963. (g) Jones, J. K.; Mills, S. G.; Reamer, R. A.; Askin, D.; Desmond, R.; Volante, R. P.; Shinkai, I.J. Am. Chem. Soc.1989,111, 1157. (h) Flynn, G. A.; Giroux, E. L.; Dage, R. C.J. Am. Chem. Soc.1987,109, 7914. (i) Sehgal, S. N.; Baker, H.; Eng, C. P.; Singh, K.; Véniza, C.J.Antibiot.1983,36, 351.

2. Evolution of Dithiane-Based Strategies for the Construction of Architecturally Complex Natural Products

3. A Unified Total Synthesis of the Immunomodulators (−)-Rapamycin and (−)-27-Demethoxyrapamycin:  Assembly of the Common C(1−20) Perimeter and Final Elaboration

4. FK-506 synthetic studies. 3. An efficient asymmetric synthesis of the C(24)–C(34) fragment of FK-506, FR-900520, and FR-900523

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