Aldol reactions on solid phase. Sc(OTf)3-catalyzed aldol reactions of polymer-supported silyl enol ethers with aldehydes providing convenient methods for the preparation of 1,3-diol, β-hydroxy carboxylic acid, and β-hydroxy aldehyde libraries

Tetrahedron Letters

Volumn 37, Issue 31, 1996, Pages 5569-5572

  Kobayashi, Shu ^a   Hachiya, Iwao ^a   Yasuda, Masaru ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANEDIOL DERIVATIVE; HYDROXYACID; HYDROXYALDEHYDE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030605818     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01158-6     Document Type: Article

References (20)

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5. c) Lowe, G. Chem. Soc. Rev. 1995, 37, 309-317.
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10. c) Brownbridge, Synthesis 1983, 1; 85-104.
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13. 5) Mukaiyama, T.; Banno, K.; Narasaka, K. Chem. Lett. 1973, 1101-1104.
14. 6) a) Thom, K. F., US Patent 3615169 (1971); CA 1972, 76, 5436a.
15. b) Kobayashi, S.; Hachiya, I.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755-3758.
16. c) Kobayashi, S. Synlett 1994, 689-701.
17. 7) Kobayashi, S.; Hachiya, I.; Ishitani, H.; Araki, M. Synlett 1993, 472-474.
18. 8) Moderate diastereoselectivities (1/1-2/1) were observed. Relative configuration assignment was not made.
19. 9) Kurth, M. J.; Ahlberg, L. A.; Chen, C.; Melander, C.; Miller, R. B.; McAlister, K.; Reitz, G.; Kang, R.; Nakatsu, T.; Green, C. J. Org. Chem. 1994, 59, 5862-5864.
20. 10) The reactions were quenched by adding water.