Hydroboration–azide alkylation as efficient tandem reactions for the synthesis of chiral non racemic substituted pyrrolidines-Reference-Cited by-同舟云学术

Hydroboration–azide alkylation as efficient tandem reactions for the synthesis of chiral non racemic substituted pyrrolidines

Published:1998-09 Issue:1-2 Volume:567 Page:31-37
ISSN:0022-328X
Container-title:Journal of Organometallic Chemistry
language:en
Short-container-title:Journal of Organometallic Chemistry

Author:

Salmon Anne,Carboni Bertrand

Publisher

Elsevier BV

Subject

Materials Chemistry,Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference27 articles.

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3. For some leading references, see: (a) P.L. Keusenkothen, B. Smith, J. Chem. Soc. Perkin. Trans. I. (1994) 2485. (b) H. Takahata, H. Takehara, N. Okhubo, T. Momose, Tetrahedron: Asymmetry, 1 (1990) 561. (c) S.G. Pyne, J. Safaei-G., F. Koller, Tetrahedron Lett. 36 (1995) 2511. (d) L.M. Harwood, I.A. Lilley, Tetrahedron: Asymmetry 6 (1995) 1557. (e) P. Allway, R. Grigg, Tetrahedron Lett. 32 (1991) 5817. (f) S.E. Denmark, L.R. Marcin, J. Org. Chem. 58 (1993) 3857. (g) Y. Takaoka, T. Kajimoto, C.H. Wong, J. Org. Chem. 58 (1993) 4809. (h) J. Mulzer, A. Meier, J. Buschmann, P. Luger, Synthesis (1996) 123. (i) I. Robina, R.P. Gearing, J.G. Buchanan, R.H. Wightman, J. Chem. Soc. Perkin. Trans. I. (1990) 2622. (j) B.J. Littler, T. Gallagher, I.K. Boddy, P.D. Riordan, Synlett (1997) 22. (k) J. Fitremann, A. Duréault, J.-C. Depezay, Tetrahedron Lett. 35 (1994) 1201. (l) S. Choi, I. Bruce, A.J. Fairbanks, G.W.J. Fleet, A.H. Jones, R.J. Nash, L.E. Fellows, Tetrahedron Lett. 32 (1991) 5517. (m) B. Singaram, T. Nguyen, D. Sherman, D. Ball, M. Solow, Tetrahedron: Asymmetry 4 (1993) 189. (n) T. Shono, T. Fujita, Y. Matsumura, Chem. Lett. (1991) 81. (o) O. Provost, J.P. Célérier, H. Petit, G. Lhommet, J. Org. Chem. 57 (1992) 2163. (p) A.I. Meyers, B. Santiago, Tetrahedron Lett. 36 (1995) 5877. (q) P. Beak, S.T. Kerrick, S. Wu, J. Chu, J. Am. Chem. Soc. 116 (1994) 3231. (r) P. Beak, A. Basu, D.J. Gallagher, Y. Sun Park, S. Thayumanavan, Acc. Chem. Res. 29 (1996) 552. (s) C.A. Willoughby, S.L. Buchwald, J. Org. Chem. 58 (1993) 7627. (t) S. Arseniyadis, P.Q. Huang, D. Piveteau, H.-P. Husson, Tetrahedron 44 (1988) 2457. (u) A.I. Meyers, G.P. Brengel, J. Chem. Soc.Chem. Commun. (1997) (v) M. Pichon, B. Figadère, Tetrahedron: Asymmetry 7 (1996) 927. (w) T. Harrison, Contemp. Org. Synth. 2 (1995) 259. (x) A.R. Pinder, Nat. Prod. Rep. 9 (1992) 17. (y) D.J. Robins, Nat. Prod. Rep. 7 (1990) 377. (z) A.R. Pinder, Nat. Prod. Rep. 7 (1990) 447.

4. The intermolecular reaction of organoboranes with azides was pioneered by H.C. Brown et al. See: (a) A. Suzuki, S. Sono, M. Itoh, H.C. Brown, M.M. Midland, J. Am. Chem. Soc. 93 (1971) 4329. (b) H.C. Brown, M.M. Midland, A.B. Levy, J. Am. Chem. Soc. 94 (1972) 2114. (c) H.C. Brown, M.M. Midland, A.B. Levy, J. Am. Chem. Soc. 95 (1973) 2394.

5. J.M. Jego, B. Carboni, M. Vaultier, R. Carrié, J. Chem. Soc. Chem. Commun. (1989) 142.

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