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Volumn 61, Issue 11, 1996, Pages 3926-3928

Allyltitanation-mukaiyama aldol sequence: A short way to control five stereogenic carbon centers

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EID: 0001144966     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9601728     Document Type: Article
Times cited : (21)

References (33)
  • 1
    • 0001215915 scopus 로고
    • Trost, B. M., Ed.; Blackwell Scientific Publications: Oxford
    • (a) Hoffmann, R. W. Stereocontrolled Organic Synthesis; Trost, B. M., Ed.; Blackwell Scientific Publications: Oxford, 1994: p 259.
    • (1994) Stereocontrolled Organic Synthesis , pp. 259
    • Hoffmann, R.W.1
  • 9
    • 85033807198 scopus 로고    scopus 로고
    • note
    • 13C NMR. The Z/E ratio decreased slightly for branched saturated aldehydes (up to Z/E = 85/15 for pivalic aldehyde); unpublished data.
  • 10
    • 85033809504 scopus 로고    scopus 로고
    • note
    • 13C NMR shifts using Heathcock rule, ref 5b.
  • 14
    • 0346048831 scopus 로고
    • Trost, B. M., Ed.; Blackwell Scientific Publications: Oxford
    • Reetz, M. T. Stereocontrolled Organic Synthesis, Trost, B. M., Ed.; Blackwell Scientific Publications: Oxford, 1994; p 67.
    • (1994) Stereocontrolled Organic Synthesis , pp. 67
    • Reetz, M.T.1
  • 15
    • 85033817174 scopus 로고
    • Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon Press: New York, Chapter 2.4
    • (a) Gennari, C. Comprehensive Organic Synthesis: Additions to C=X Bonds, Part 2; Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon Press: New York, 1991, Chapter 2.4.
    • (1991) Comprehensive Organic Synthesis: Additions to C=X Bonds , Issue.2 PART
    • Gennari, C.1
  • 20
    • 85033827355 scopus 로고    scopus 로고
    • note
    • 2O/hexane).
  • 21
    • 85033809865 scopus 로고    scopus 로고
    • note
    • Adduct 8b was contaminated by about 5% of 1,2-syn-4,5-syn isomer.
  • 25
    • 0010851534 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1995) J. Organomet. Chem. , vol.497 , pp. 133
    • Kuntz, B.A.1    Ramachandran, R.2    Taylor, N.J.3    Guan, J.4    Collins, S.5
  • 26
    • 0029115053 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 5595
    • Urabe, H.1    Yoshikawa, K.2    Sato, F.3
  • 27
    • 0027500336 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1993) Tetrahedron , vol.49 , pp. 1761
    • Kobayashi, S.1    Uchiro, H.2    Shiina, I.3    Mukaiyama, T.4
  • 28
    • 0001087242 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4078
    • Mikami, K.1    Matsukawa, S.2
  • 29
    • 0000376088 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 8837
    • Carreira, E.M.1    Singer, R.A.2    Lee, W.3
  • 30
    • 0001051059 scopus 로고
    • For recent progress in the enantioselective allyltitanation and Mukaiyama aldol reactions see, respectively, refs a,b and c-f: (a) Kuntz, B. A.; Ramachandran, R.; Taylor, N. J.; Guan, J.; Collins, S. J. Organomet. Chem. 1995, 497, 133. (b) Urabe, H.; Yoshikawa, K.; Sato, F. Tetrahedron Lett. 1995, 36, 5595. (c) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. (d) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4078. (e) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. (f) Evans, D. A.; Yang, M. G.; Dart, M. J.; Duffy, J, L.; Kim, A. S. J. Am. Chem. Soc. 1995, 117, 9598.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9598
    • Evans, D.A.1    Yang, M.G.2    Dart, M.J.3    Duffy, J.L.4    Kim, A.S.5


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