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Volumn 28, Issue 3, 1998, Pages 507-515

Mono-alkylation of diols through ruthenium-catalyzed reaction with homoallyl alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALLYL COMPOUND; ETHER DERIVATIVE; ETHYLENE GLYCOL DERIVATIVE; HYDROXYL GROUP; RUTHENIUM;

EID: 0031908538     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808005106     Document Type: Article
Times cited : (13)

References (20)
  • 2
    • 0001483472 scopus 로고
    • Li, C. J.; Wang, D.; Chen, D. L. J. Am. Chem. Soc. 1995, 117, 12867. For some other examples of ruthenium catalyzed isomenzation reactions, see: Trost, B. M.; Kulawiec, R. J. J. Am. Chem. Soc. 1993, 115, 2027; McGrath, D. V.; Grubbs, R. H. Organometallics 1994, 13, 224.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 12867
    • Li, C.J.1    Wang, D.2    Chen, D.L.3
  • 3
    • 0000623086 scopus 로고
    • Li, C. J.; Wang, D.; Chen, D. L. J. Am. Chem. Soc. 1995, 117, 12867. For some other examples of ruthenium catalyzed isomenzation reactions, see: Trost, B. M.; Kulawiec, R. J. J. Am. Chem. Soc. 1993, 115, 2027; McGrath, D. V.; Grubbs, R. H. Organometallics 1994, 13, 224.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2027
    • Trost, B.M.1    Kulawiec, R.J.2
  • 4
    • 0000164101 scopus 로고
    • Li, C. J.; Wang, D.; Chen, D. L. J. Am. Chem. Soc. 1995, 117, 12867. For some other examples of ruthenium catalyzed isomenzation reactions, see: Trost, B. M.; Kulawiec, R. J. J. Am. Chem. Soc. 1993, 115, 2027; McGrath, D. V.; Grubbs, R. H. Organometallics 1994, 13, 224.
    • (1994) Organometallics , vol.13 , pp. 224
    • McGrath, D.V.1    Grubbs, R.H.2
  • 5
    • 0004169474 scopus 로고
    • Wiley, New York
    • Parshall, G. W.; Homogeneous Catalysis, Wiley, New York, 1980, pp. 31-35; Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley & Sons, New York, 1988, pp. 188-190.
    • (1980) Homogeneous Catalysis , pp. 31-35
    • Parshall, G.W.1
  • 7
    • 33947092413 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 4822
    • Overman, L.E.1    Campbell, C.B.2    Knoll, F.M.3
  • 8
    • 0000646553 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 3025
    • Paquette, L.A.1    Ham, W.H.2
  • 9
    • 85022591503 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1980) Synthesis , pp. 1011
    • Ueno, Y.1    Sano, H.2    Okawara, M.3
  • 10
    • 0000621706 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1984) J. Org. Chem. , vol.49 , pp. 1707
    • Marshall, J.A.1    Jenson, T.M.2
  • 11
    • 0010631660 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1976) Tetrahedron Lett. , pp. 2621
    • Yasuda, A.1    Yamamoto, H.2    Nozaki, H.3
  • 12
    • 85022278233 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 1757
    • Yasuda, A.1    Yamamoto, H.2    Nozaki, H.3
  • 13
    • 0022970880 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 6353
    • Bannai, K.1    Tanaka, T.2    Okamura, N.3    Hazato, A.4    Sugiura, S.5    Manabe, K.6    Tomimori, K.7    Kurozumi, S.8
  • 14
    • 0000129642 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 6187
    • Singh, A.K.1    Bakshi, R.K.2    Corey, E.J.3
  • 15
    • 37049092211 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1978) J. Chem. Soc., Chem. Commun. , pp. 770
    • Clive, D.L.J.1    Chittattu, G.2    Curtis, N.J.3    Menchen, S.M.4
  • 16
    • 0000970435 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1985) J. Org. Chem. , vol.50 , pp. 2981
    • Zoretic, P.A.1    Chambers, R.J.2    Marbury, G.D.3    Riebiro, A.A.4
  • 17
    • 0000715702 scopus 로고
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1984) Can. J. Chem. , vol.62 , pp. 791
    • Oehlschlager, A.C.1    Mishra, P.2    Dhami, S.3
  • 18
    • 0003543593 scopus 로고
    • VCH Publicher, New York and references cited therein
    • For some examples, see: Overman, L. E.; Campbell, C. B.; Knoll, F. M. J. Am. Chem. Soc. 1978, 100, 4822; Paquette, L. A.; Ham, W. H. J. Am. Chem. Soc. 1987, 109, 3025; Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1980, 1011; Marshall, J. A.; Jenson, T. M. J. Org. Chem. 1984, 49, 1707; Yasuda, A.; Yamamoto, H.; Nozaki, H. Tetrahedron Lett. 1976, 2621; Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1757; Bannai, K.; Tanaka, T.; Okamura, N.; Hazato, A.; Sugiura, S.; Manabe, K.; Tomimori, K.; Kurozumi, S. Tetrahedron Lett. 1986, 27, 6353; Singh, A. K.; Bakshi, R. K.; Corey, E. J. J. Am. Chem. Soc. 1987, 109, 6187; Clive, D. L. J.; Chittattu, G.; Curtis, N. J.; Menchen, S. M. J. Chem. Soc., Chem. Commun. 1978, 770; Zoretic, P. A.; Chambers, R. J.; Marbury, G. D.; Riebiro, A. A. J. Org. Chem. 1985, 50, 2981; Oehlschlager, A. C.; Mishra, P.; Dhami, S. Can. J. Chem. 1984, 62,791; R. C. Larock, Comprehensive Organic Transformations, VCH Publicher, New York 1989, pp. 114 and references cited therein.
    • (1989) Comprehensive Organic Transformations , pp. 114
    • Larock, R.C.1


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