Convenient Methods for the Direct Conversion of Tetrahydropyranyl Ethers into Silyl-protected Alcohols and for the Removal of Tetrahydropyranyl Group

Synlett

Volumn 1996, Issue 6, 1996, Pages 523-525

  Oriyama, Takeshi ^a   Yatabe, Kaori ^a   Sugawara, Satomi ^a   Machiguchi, Yuko ^a   Koga, Gen ^a  

^a IBARAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000243169     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5497     Document Type: Article

References (16)

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2. Oriyama, T.; Kimura, M.; Oda, M.; Koga, G. Synlett 1993, 437. Onyama, T.; Kimura, M.; Koga, G. Bull. Chem. Soc. Jpn. 1994, 67, 885. Oriyama, T.; Oda, M.; Gono, J.; Koga, G. Tetrahedron Lett. 1994, 35, 2027.
3. Oriyama, T.; Kimura, M.; Oda, M.; Koga, G. Synlett 1993, 437. Onyama, T.; Kimura, M.; Koga, G. Bull. Chem. Soc. Jpn. 1994, 67, 885. Oriyama, T.; Oda, M.; Gono, J.; Koga, G. Tetrahedron Lett. 1994, 35, 2027.
4. Oriyama, T.; Yatabe, K.; Kawada, Y.; Koga, G. Synlett 1995, 45.
5. Kim, S.; Kee, I. S. Tetrahedron Lett. 1990, 31, 2899.
6. For reactions of acetals with trialkylsilane, see: Olah, G. A.: Yamato, T.; Iyer, P. S.; Prakash, G. K. S. J. Org. Chem. 1986, 51, 2826. Oriyama, T.; Iwanami, K.; Tsukamoto, K.; Ichimura, Y.; Koga, G. Bull. Chem. Soc. Jpn. 1991, 64, 1410.
7. For reactions of acetals with trialkylsilane, see: Olah, G. A.: Yamato, T.; Iyer, P. S.; Prakash, G. K. S. J. Org. Chem. 1986, 51, 2826. Oriyama, T.; Iwanami, K.; Tsukamoto, K.; Ichimura, Y.; Koga, G. Bull. Chem. Soc. Jpn. 1991, 64, 1410.
8. Corey, E. J.; Hopkins, P. B. Tetrahedron Lett. 1982, 23, 4871. Van Speybroeck, R.; Guo, H.; Van der Eycken, J.; Vandewalle, M. Tetrahedron 1991, 47, 4675.
9. Corey, E. J.; Hopkins, P. B. Tetrahedron Lett. 1982, 23, 4871. Van Speybroeck, R.; Guo, H.; Van der Eycken, J.; Vandewalle, M. Tetrahedron 1991, 47, 4675.
10. -1.
11. Evans, D. A.; Kaldor, S. W.; Jones, T. K.; Clardy, J.; Stout, T. J. J. Am. Chem. Soc. 1990, 112, 7001.
12. For examples, see: Miyashita, M.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772. Corey, E. J.; Niwa, H.; Knolle, J. J. Am. Chem. Soc. 1978, 100, 1942. Bernady, K. F.; Floyd, M. B.; Poletto, J. F.; Weiss, M. J. J. Org. Chem. 1979, 44, 1438. Ogawa, Y.; Shibasaki, M. Tetrahedron Lett. 1984, 25, 663. Kim, S.; Park, J. H. ibid., 1987, 28, 439.
13. For examples, see: Miyashita, M.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772. Corey, E. J.; Niwa, H.; Knolle, J. J. Am. Chem. Soc. 1978, 100, 1942. Bernady, K. F.; Floyd, M. B.; Poletto, J. F.; Weiss, M. J. J. Org. Chem. 1979, 44, 1438. Ogawa, Y.; Shibasaki, M. Tetrahedron Lett. 1984, 25, 663. Kim, S.; Park, J. H. ibid., 1987, 28, 439.
14. For examples, see: Miyashita, M.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772. Corey, E. J.; Niwa, H.; Knolle, J. J. Am. Chem. Soc. 1978, 100, 1942. Bernady, K. F.; Floyd, M. B.; Poletto, J. F.; Weiss, M. J. J. Org. Chem. 1979, 44, 1438. Ogawa, Y.; Shibasaki, M. Tetrahedron Lett. 1984, 25, 663. Kim, S.; Park, J. H. ibid., 1987, 28, 439.
15. For examples, see: Miyashita, M.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772. Corey, E. J.; Niwa, H.; Knolle, J. J. Am. Chem. Soc. 1978, 100, 1942. Bernady, K. F.; Floyd, M. B.; Poletto, J. F.; Weiss, M. J. J. Org. Chem. 1979, 44, 1438. Ogawa, Y.; Shibasaki, M. Tetrahedron Lett. 1984, 25, 663. Kim, S.; Park, J. H. ibid., 1987, 28, 439.
16. For examples, see: Miyashita, M.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772. Corey, E. J.; Niwa, H.; Knolle, J. J. Am. Chem. Soc. 1978, 100, 1942. Bernady, K. F.; Floyd, M. B.; Poletto, J. F.; Weiss, M. J. J. Org. Chem. 1979, 44, 1438. Ogawa, Y.; Shibasaki, M. Tetrahedron Lett. 1984, 25, 663. Kim, S.; Park, J. H. ibid., 1987, 28, 439.