Diastereoselective allylations of enantiopure 3- and 4-substituted η4-(1Z)-(sulfinyldienal)iron(0) tricarbonyl complexes

Organometallics

Volumn 17, Issue 9, 1998, Pages 1841-1849

  Paley, Robert S ^a   Estroff, Lara A ^a   McCulley, David J ^a   Martínez Cruz, L Alfonso ^b   Jimenez Sanchez A ^b   Cano, F H ^b  

^a SWARTHMORE COLLEGE   (United States)

^b INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001355566     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970615d     Document Type: Article

References (29)

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2. For recent reviews, see: (a) The Chemistry of Sulphones and Sulphoxides; Patai, S., Rappoport, Z., Stirling, C. J. M., Eds.; John Wiley & Sons: 1988. (b) Solladié, G. Synthesis 1981, 185-196. (c) Walker, A. J. Tetrahedron: Asymmetry 1992, 3, 961-968. (d) Carreño, M. C. Chem. Rev. 1995, 95, 1717-1760. (e) Aversa, M. C.; Barattucci, A.; Bonaccorsi, P.; Giannetto, P. Tetrahedron: Asymmetry 1997, 8, 1339-1367.
3. For recent reviews, see: (a) The Chemistry of Sulphones and Sulphoxides; Patai, S., Rappoport, Z., Stirling, C. J. M., Eds.; John Wiley & Sons: 1988. (b) Solladié, G. Synthesis 1981, 185-196. (c) Walker, A. J. Tetrahedron: Asymmetry 1992, 3, 961-968. (d) Carreño, M. C. Chem. Rev. 1995, 95, 1717-1760. (e) Aversa, M. C.; Barattucci, A.; Bonaccorsi, P.; Giannetto, P. Tetrahedron: Asymmetry 1997, 8, 1339-1367.
4. For recent reviews, see: (a) The Chemistry of Sulphones and Sulphoxides; Patai, S., Rappoport, Z., Stirling, C. J. M., Eds.; John Wiley & Sons: 1988. (b) Solladié, G. Synthesis 1981, 185-196. (c) Walker, A. J. Tetrahedron: Asymmetry 1992, 3, 961-968. (d) Carreño, M. C. Chem. Rev. 1995, 95, 1717-1760. (e) Aversa, M. C.; Barattucci, A.; Bonaccorsi, P.; Giannetto, P. Tetrahedron: Asymmetry 1997, 8, 1339-1367.
5. For recent reviews, see: (a) The Chemistry of Sulphones and Sulphoxides; Patai, S., Rappoport, Z., Stirling, C. J. M., Eds.; John Wiley & Sons: 1988. (b) Solladié, G. Synthesis 1981, 185-196. (c) Walker, A. J. Tetrahedron: Asymmetry 1992, 3, 961-968. (d) Carreño, M. C. Chem. Rev. 1995, 95, 1717-1760. (e) Aversa, M. C.; Barattucci, A.; Bonaccorsi, P.; Giannetto, P. Tetrahedron: Asymmetry 1997, 8, 1339-1367.
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8. In contrast to the common preference for nucleophilic addition to the s-cis conformation of iron(0) dienals (see ref 5), Iwata has reported an s-trans imine conformational preference in the Lewis-acid-catalyzed addition of organometallic nucleophiles to 1-imino-(E,E)-iron diene complexes. Takemoto, Y.; Takeuchi, J.; Iwata, C. Tetrahedron Lett. 1993, 34, 6069-6072.
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12. Vinyl stannanes 3a and 3c were prepared according to the method of Oehlschalger; see: Hutzinger, M. W.; Oehlschalger, A. C. J. Org. Chem. 1995, 60, 4595-4601. See also: Boukouvalas, J.; Cheng, Y.-X.; Robichaud, J. J. Org. Chem. 1998, 63, 228-229 . Vinyl stannanes 3b, 3d, and 3e were prepared according to the method of Barrett; see: Barrett, A. G. M.; Barta, T. E.; Flygare, J. A. J. Org. Chem. 1989, 54, 4246-4249.
13. Vinyl stannanes 3a and 3c were prepared according to the method of Oehlschalger; see: Hutzinger, M. W.; Oehlschalger, A. C. J. Org. Chem. 1995, 60, 4595-4601. See also: Boukouvalas, J.; Cheng, Y.-X.; Robichaud, J. J. Org. Chem. 1998, 63, 228-229 . Vinyl stannanes 3b, 3d, and 3e were prepared according to the method of Barrett; see: Barrett, A. G. M.; Barta, T. E.; Flygare, J. A. J. Org. Chem. 1989, 54, 4246-4249.
14. Vinyl stannanes 3a and 3c were prepared according to the method of Oehlschalger; see: Hutzinger, M. W.; Oehlschalger, A. C. J. Org. Chem. 1995, 60, 4595-4601. See also: Boukouvalas, J.; Cheng, Y.-X.; Robichaud, J. J. Org. Chem. 1998, 63, 228-229 . Vinyl stannanes 3b, 3d, and 3e were prepared according to the method of Barrett; see: Barrett, A. G. M.; Barta, T. E.; Flygare, J. A. J. Org. Chem. 1989, 54, 4246-4249.
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