New method for the synthesis of α-substituted tetrahydrofuran -2-methanols through diastereoselective addition of THF to aldehydes mediated by Et3B in the presence of air

Chemical Communications

Volumn , Issue 17, 1999, Pages 1745-1746

  Yoshimitsu, Takehiko ^a   Tsunoda, Maki ^a   Nagaoka, Hiroto ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; POLYKETIDE; TETRAHYDROFURAN DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0033533479     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a904745j     Document Type: Article

References (34)

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11. Recent syntheses (after 1998); Z. Ruan and D. R. Mootoo, Tetrahedron Lett., 1999, 40, 49; S.-T. Jan, K. Li, S. Vig, A. Rudolph and F. M. Uckun, Tetrahedron Lett., 1999, 40, 193; S. Takahashi and T. Nakata, Tetrahedron Lett., 1999, 40, 723; Y. Mori, T. Sawada and H. Furukawa, Tetrahedron Lett., 1999, 40, 731; L. Lemee, A. Jegou and A. Veyrieres, Tetrahedron Lett., 1999, 40, 2761; P. Li, J. Yang and K. Zhao, J. Org. Chem., 1999, 64, 2259; A. Sinha, S. C. Sinha, S. C. Sinha and E. Keinan, J. Org. Chem., 1999, 64, 2381; Q. Yu, Z.-J. Yao, X.-G. Chen and Y.-L. Wu, J. Org. Chem., 1999, 64, 2440; S. Hanessian and T. A. Grillo, J. Org. Chem., 1998, 63, 1049; H. Zang, M. Seepersaud, S. Seepersaud and D. R. Mootoo, J. Org. Chem., 1998, 63, 2049; S. E. Schaus, J. Branat and E. N. Jacobsen, J. Org. Chem., 1998, 63, 4876; J. A. Marshall and H. Jiang, J. Org. Chem., 1998, 63, 7066.
12. Recent syntheses (after 1998); Z. Ruan and D. R. Mootoo, Tetrahedron Lett., 1999, 40, 49; S.-T. Jan, K. Li, S. Vig, A. Rudolph and F. M. Uckun, Tetrahedron Lett., 1999, 40, 193; S. Takahashi and T. Nakata, Tetrahedron Lett., 1999, 40, 723; Y. Mori, T. Sawada and H. Furukawa, Tetrahedron Lett., 1999, 40, 731; L. Lemee, A. Jegou and A. Veyrieres, Tetrahedron Lett., 1999, 40, 2761; P. Li, J. Yang and K. Zhao, J. Org. Chem., 1999, 64, 2259; A. Sinha, S. C. Sinha, S. C. Sinha and E. Keinan, J. Org. Chem., 1999, 64, 2381; Q. Yu, Z.-J. Yao, X.-G. Chen and Y.-L. Wu, J. Org. Chem., 1999, 64, 2440; S. Hanessian and T. A. Grillo, J. Org. Chem., 1998, 63, 1049; H. Zang, M. Seepersaud, S. Seepersaud and D. R. Mootoo, J. Org. Chem., 1998, 63, 2049; S. E. Schaus, J. Branat and E. N. Jacobsen, J. Org. Chem., 1998, 63, 4876; J. A. Marshall and H. Jiang, J. Org. Chem., 1998, 63, 7066.
13. Recent syntheses (after 1998); Z. Ruan and D. R. Mootoo, Tetrahedron Lett., 1999, 40, 49; S.-T. Jan, K. Li, S. Vig, A. Rudolph and F. M. Uckun, Tetrahedron Lett., 1999, 40, 193; S. Takahashi and T. Nakata, Tetrahedron Lett., 1999, 40, 723; Y. Mori, T. Sawada and H. Furukawa, Tetrahedron Lett., 1999, 40, 731; L. Lemee, A. Jegou and A. Veyrieres, Tetrahedron Lett., 1999, 40, 2761; P. Li, J. Yang and K. Zhao, J. Org. Chem., 1999, 64, 2259; A. Sinha, S. C. Sinha, S. C. Sinha and E. Keinan, J. Org. Chem., 1999, 64, 2381; Q. Yu, Z.-J. Yao, X.-G. Chen and Y.-L. Wu, J. Org. Chem., 1999, 64, 2440; S. Hanessian and T. A. Grillo, J. Org. Chem., 1998, 63, 1049; H. Zang, M. Seepersaud, S. Seepersaud and D. R. Mootoo, J. Org. Chem., 1998, 63, 2049; S. E. Schaus, J. Branat and E. N. Jacobsen, J. Org. Chem., 1998, 63, 4876; J. A. Marshall and H. Jiang, J. Org. Chem., 1998, 63, 7066.
14. Recent syntheses (after 1998); Z. Ruan and D. R. Mootoo, Tetrahedron Lett., 1999, 40, 49; S.-T. Jan, K. Li, S. Vig, A. Rudolph and F. M. Uckun, Tetrahedron Lett., 1999, 40, 193; S. Takahashi and T. Nakata, Tetrahedron Lett., 1999, 40, 723; Y. Mori, T. Sawada and H. Furukawa, Tetrahedron Lett., 1999, 40, 731; L. Lemee, A. Jegou and A. Veyrieres, Tetrahedron Lett., 1999, 40, 2761; P. Li, J. Yang and K. Zhao, J. Org. Chem., 1999, 64, 2259; A. Sinha, S. C. Sinha, S. C. Sinha and E. Keinan, J. Org. Chem., 1999, 64, 2381; Q. Yu, Z.-J. Yao, X.-G. Chen and Y.-L. Wu, J. Org. Chem., 1999, 64, 2440; S. Hanessian and T. A. Grillo, J. Org. Chem., 1998, 63, 1049; H. Zang, M. Seepersaud, S. Seepersaud and D. R. Mootoo, J. Org. Chem., 1998, 63, 2049; S. E. Schaus, J. Branat and E. N. Jacobsen, J. Org. Chem., 1998, 63, 4876; J. A. Marshall and H. Jiang, J. Org. Chem., 1998, 63, 7066.
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33. Yields not yet optimized.
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