Substituent effect of binaphthyl-modified spiro-type chiral phase-transfer catalysts

Tetrahedron Letters

Volumn 44, Issue 16, 2003, Pages 3313-3316

  Hashimoto, Takuya ^a   Maruoka, Keiji ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Asymmetric alkylation; Binaphthol; Glycine ester; Phase transfer catalyst

Indexed keywords

ALKYL GROUP; BENZOPHENONE; ESTER DERIVATIVE; GLYCINE; IMINE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; CHIRALITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0037436898     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00608-7     Document Type: Article

References (18)

1. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
2. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
3. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
4. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
5. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
6. Recent reviews on chiral phase transfer catalysis: (a) O'Donnell, M. J. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Verlag Chemie: New York, 1993; Chapter 8; (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14; (c) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1998, Issue 4, p. 5; (d) O'Donnell, M. J. Phases - The Sachem Phase Transfer Catalysis Review 1999, Issue 5, p. 5; (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F.; Stoddart, J. F.; Shibasaki, M., Eds.; Wiley-VCH: Weinheim, 2000; p. 123; (f) O'Donnell, M. J. Aldrichimica Acta 2001, 34, 3.
7. Ooi T., Kameda M., Maruoka K. J. Am. Chem. Soc. 121:1999;6519.
8. Ooi T., Takeuchi M., Kameda M., Maruoka K. J. Am. Chem. Soc. 122:2000;5228.
9. Ooi T., Kameda M., Tannai H., Maruoka K. Tetrahedron Lett. 41:2000;8339.
10. Ooi T., Doda K., Maruoka K. Org. Lett. 3:2001;1273.
11. Maruoka K. J. Fluorine Chem. 112:2001;95.
12. Ooi T., Takeuchi M., Maruoka K. Synthesis. 2001;1716.
13. Ooi T., Uematsu Y., Maruoka K. Advanced Synth. Cat. 344:2002;288.
14. Ooi T., Uematsu Y., Kameda M., Maruoka K. Angew. Chem., Int. Ed. 41:2002;1621.
15. Ooi T., Takahashi M., Doda K., Maruoka K. J. Am. Chem. Soc. 124:2002;7640 Ooi, T.; Kameda, M.; Maruoka, K. J. Am. Chem. Soc., in press.
16. Gong L.-Z., Hu Q.-S., Pu L. J. Org. Chem. 66:2001;2358.
17. Hawkins J.H., Lewis T.A. J. Org. Chem. 59:1994;649.
18. Cui Y., Evans O.R., Ngo H.L., White P.S., Lin W. Angew. Chem., Int. Ed. 41:2002;1159.