Regiodivergent reduction of allylic esters with Samarium(II) iodide by tuning ester groups and proton sources

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1777-1780

  Yoshida, Akihiro ^a   Hanamoto, Takeshi ^b   Inanaga, Junji ^b   Mikami, Koichi ^a  

^a Tokyo Institute of Technology ^*  (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; ESTER DERIVATIVE; IODIDE; PALLADIUM; PROTON; SAMARIUM;

ARTICLE; CATALYST; ESTERIFICATION; HYDROGENATION; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032568285     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00042-2     Document Type: Article

References (26)

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2. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
3. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
4. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
5. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
6. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
7. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
8. 1. Reviews: Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614; Inanaga, J. J. Synth. Org. Chem., Jpn. 1989, 47, 200-211; Kagan, H. B. New J. Chem. 1990, 14, 453-460; Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp. 251-282; Curran, D. P.; Fevig, T. L.; Jasperse, C. P.; Totleben, M. J. Synlett 1992, 943-961; Brandukova, N. E.; Vygodskii, Y. S; Vinogradova, S. V. Russ. Chem. Rev. 1994, 63, 345-355; Imamoto, T. Lanthanides in Organic Synthesis; Academic Press: London, 1994; pp. 21-65; Molander, G. A. Org. React. 1994, 46, 211-367; Molander, G. A.; Harris, C. R. Chem. Rev. 1996, 96, 307-338.
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