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Volumn 62, Issue 9, 1997, Pages 2935-2943

Sequenced Reactions with Samarium(II) Iodide. Domino Epoxide Ring-Opening/Ketyl Olefin Coupling Reactions

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EID: 0000219989     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970022c     Document Type: Article
Times cited : (43)

References (45)
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    • For general reviews see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15. (b) Molander, G. A. Chem. Rev. 1992, 92, 29. (c) Brandukova, N. E.; Vygodskii, Y. S.; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345. (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1994; Vol. 46, p 211. (e) Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307.
    • (1991) Aldrichim. Acta , vol.24 , pp. 15
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  • 2
    • 0010077452 scopus 로고
    • For general reviews see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15. (b) Molander, G. A. Chem. Rev. 1992, 92, 29. (c) Brandukova, N. E.; Vygodskii, Y. S.; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345. (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1994; Vol. 46, p 211. (e) Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307.
    • (1992) Chem. Rev. , vol.92 , pp. 29
    • Molander, G.A.1
  • 3
    • 33748468724 scopus 로고
    • For general reviews see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15. (b) Molander, G. A. Chem. Rev. 1992, 92, 29. (c) Brandukova, N. E.; Vygodskii, Y. S.; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345. (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1994; Vol. 46, p 211. (e) Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307.
    • (1994) Russ. Chem. Rev. , vol.63 , pp. 345
    • Brandukova, N.E.1    Vygodskii, Y.S.2    Vinogradova, S.V.3
  • 4
    • 0001367782 scopus 로고
    • Paquette, L. A., Ed.; John Wiley & Sons: New York
    • For general reviews see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15. (b) Molander, G. A. Chem. Rev. 1992, 92, 29. (c) Brandukova, N. E.; Vygodskii, Y. S.; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345. (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1994; Vol. 46, p 211. (e) Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307.
    • (1994) Organic Reactions , vol.46 , pp. 211
    • Molander, G.A.1
  • 5
    • 2142715741 scopus 로고    scopus 로고
    • For general reviews see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15. (b) Molander, G. A. Chem. Rev. 1992, 92, 29. (c) Brandukova, N. E.; Vygodskii, Y. S.; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345. (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1994; Vol. 46, p 211. (e) Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307.
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    • Molander, G.A.1    Harris, C.R.2
  • 30
    • 0000055876 scopus 로고
    • Several different examples of samarium(II) iodide-promoted sequential reactions have recently been described: (a) Molander, G. A.; Kenny, C. J. Org. Chem. 1991, 56, 1439. (b) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1995, 117, 3705. (c) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1996, 118, 4059.
    • (1991) J. Org. Chem. , vol.56 , pp. 1439
    • Molander, G.A.1    Kenny, C.2
  • 31
    • 0001506856 scopus 로고
    • Several different examples of samarium(II) iodide-promoted sequential reactions have recently been described: (a) Molander, G. A.; Kenny, C. J. Org. Chem. 1991, 56, 1439. (b) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1995, 117, 3705. (c) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1996, 118, 4059.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 3705
    • Molander, G.A.1    Harris, C.R.2
  • 32
    • 0029901507 scopus 로고    scopus 로고
    • Several different examples of samarium(II) iodide-promoted sequential reactions have recently been described: (a) Molander, G. A.; Kenny, C. J. Org. Chem. 1991, 56, 1439. (b) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1995, 117, 3705. (c) Molander, G. A.; Harris, C. R. J. Am. Chem. Soc. 1996, 118, 4059.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 4059
    • Molander, G.A.1    Harris, C.R.2
  • 35
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    • RLi was used only when R = t-Bu. The reaction performed with the corresponding Grignard reagent failed
    • RLi was used only when R = t-Bu. The reaction performed with the corresponding Grignard reagent failed.
  • 36
    • 85033139510 scopus 로고    scopus 로고
    • The use of less than 6 equiv of samarium(II) iodide in this process resulted in the recovery of some starting material
    • The use of less than 6 equiv of samarium(II) iodide in this process resulted in the recovery of some starting material.
  • 37
    • 0029953068 scopus 로고    scopus 로고
    • Rochelle's salt is a 10% solution of sodium potassium tartrate tetrahydrate in water. The use of this solution in the workup of samarium(II) iodide-promoted reactions was first described by: Schwaebe, M.; Little, R. D. J. Org. Chem. 1996, 61, 3240.
    • (1996) J. Org. Chem. , vol.61 , pp. 3240
    • Schwaebe, M.1    Little, R.D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.