The first optically active and sterically regular poly(1,1′-bi-2-naphthol)s: Precursors to a new generation of polymeric catalysts

Journal of Organic Chemistry

Volumn 61, Issue 16, 1996, Pages 5200-5201

  Hu, Qiao Sheng ^a   Zheng, Xiao Fan ^a   Pu, Lin ^a  

^a NORTH DAKOTA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001397827     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9608634     Document Type: Article

References (27)

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14. (R)-3 is prepared from the bromination of (R)-1: Sogah, G. D. Y.; Cram, D. J. J. Am. Chem. Soc. 1979, 101, 3035.
15. An efficient resolution of 1,1′-bi-2-naphthol has been developed in this laboratory: Hu, Q.-S.; Vitharana, D. R.; Pu, L. Tetrahedron: Asymmetry 1995, 6, 2123.
16. (a) Wang, Y.; Quirk, R. P. Macromolecules 1995, 28, 3495.
17. (b) Phillips, R. W.; Sheares, V. V.; Samulski, E. T.; DeSimone, J. M. Macromolecules 1994, 27, 2354.
18. 4c
19. The molar ellipiticity is calculated on the basis of the concentration of the monomer unit of (R)-7.
20. Maruoka, K.; Itoh, T.; Shirasaka, T.; Yamamoto, H. J. Am. Chem. Soc. 1988, 110, 310.
21. Selected examples on Lewis acid-catalyzed Mukaiyama aldol condensations: (a) Reetz, M. T.; Kyung, S.-H.; Bolm, C.; Zierke, T. Chem. Ind. 1986, 824. (b) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4077. (c) Furuka, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. (d) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
22. Selected examples on Lewis acid-catalyzed Mukaiyama aldol condensations: (a) Reetz, M. T.; Kyung, S.-H.; Bolm, C.; Zierke, T. Chem. Ind. 1986, 824. (b) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4077. (c) Furuka, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. (d) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
23. Selected examples on Lewis acid-catalyzed Mukaiyama aldol condensations: (a) Reetz, M. T.; Kyung, S.-H.; Bolm, C.; Zierke, T. Chem. Ind. 1986, 824. (b) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4077. (c) Furuka, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. (d) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
24. Selected examples on Lewis acid-catalyzed Mukaiyama aldol condensations: (a) Reetz, M. T.; Kyung, S.-H.; Bolm, C.; Zierke, T. Chem. Ind. 1986, 824. (b) Mikami, K.; Matsukawa, S. J. Am. Chem. Soc. 1994, 116, 4077. (c) Furuka, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. (d) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
25. Selected references on Al-O-Al bridging bonds in aluminum alkoxide and aryloxide complexes: (a) Oliver, J. P.; Kumar, R.; Taghiof, M. In Coordination Chemistry of Aluminum; Robinson, G. H., Ed.; VCH Publishers: New York, 1993; p 167. (b) Jeffery, E. A.; Mole, T. Aust. J. Chem. 1968, 21, 2683. (c) Pasynkiewicz, S.; Starowieyski, K. B.; Skoweonska-Ptasinska, M. J. Organomet. Chem. 1973, 52, 269.
26. Selected references on Al-O-Al bridging bonds in aluminum alkoxide and aryloxide complexes: (a) Oliver, J. P.; Kumar, R.; Taghiof, M. In Coordination Chemistry of Aluminum; Robinson, G. H., Ed.; VCH Publishers: New York, 1993; p 167. (b) Jeffery, E. A.; Mole, T. Aust. J. Chem. 1968, 21, 2683. (c) Pasynkiewicz, S.; Starowieyski, K. B.; Skoweonska-Ptasinska, M. J. Organomet. Chem. 1973, 52, 269.
27. Selected references on Al-O-Al bridging bonds in aluminum alkoxide and aryloxide complexes: (a) Oliver, J. P.; Kumar, R.; Taghiof, M. In Coordination Chemistry of Aluminum; Robinson, G. H., Ed.; VCH Publishers: New York, 1993; p 167. (b) Jeffery, E. A.; Mole, T. Aust. J. Chem. 1968, 21, 2683. (c) Pasynkiewicz, S.; Starowieyski, K. B.; Skoweonska-Ptasinska, M. J. Organomet. Chem. 1973, 52, 269.