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Volumn 59, Issue 25, 2003, Pages 4475-4489

Fluorous technologies for solution-phase high-throughput organic synthesis

Author keywords

Fluorous reagents; Fluorous synthesis; High throughput synthesis; Parallel synthesis; Solution phase synthesis

Indexed keywords

LIGAND; OLIGOSACCHARIDE; PEPTIDE; PROTECTIVE AGENT; REAGENT; SCAVENGER;

EID: 0037835827     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00592-1     Document Type: Review
Times cited : (251)

References (68)
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    • For recent references on BINOL and BINAP in biphasic synthesis, see: (a) Nakamura Y., Takeuchi S., Okumura K., Ohgo Y., Curran D.P. Tetrahedron. 58:2002;3963 (b) Tian Y., Yang Q.C., Mac T.C.W., Chan K.S. Tetrahedron. 58:2002;3951 (c) Chen W., Xu L., Hu Y., Osuna A.M.B., Xiao J. Tetrahedron. 58:2002;3889 (d) Nakamura Y., Takeuchi S., Zhang S., Okumura K., Ohgo Y. Tetrahedron Lett. 43:2002;3056 (e) Yin Y.-Y., Zhao G., Yang G.-S., Yin W.-X. Chin. J. Chem. 20:2002;803 (f) Pozzi G., Cavazzini M., Quici S., Maillard D., Sinou D. J. Mol. Catal. A. 182-183:2002;455.
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    • For recent references on BINOL and BINAP in biphasic synthesis, see: (a) Nakamura Y., Takeuchi S., Okumura K., Ohgo Y., Curran D.P. Tetrahedron. 58:2002;3963 (b) Tian Y., Yang Q.C., Mac T.C.W., Chan K.S. Tetrahedron. 58:2002;3951 (c) Chen W., Xu L., Hu Y., Osuna A.M.B., Xiao J. Tetrahedron. 58:2002;3889 (d) Nakamura Y., Takeuchi S., Zhang S., Okumura K., Ohgo Y. Tetrahedron Lett. 43:2002;3056 (e) Yin Y.-Y., Zhao G., Yang G.-S., Yin W.-X. Chin. J. Chem. 20:2002;803 (f) Pozzi G., Cavazzini M., Quici S., Maillard D., Sinou D. J. Mol. Catal. A. 182-183:2002;455.
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    • For recent references on BINOL and BINAP in biphasic synthesis, see: (a) Nakamura Y., Takeuchi S., Okumura K., Ohgo Y., Curran D.P. Tetrahedron. 58:2002;3963 (b) Tian Y., Yang Q.C., Mac T.C.W., Chan K.S. Tetrahedron. 58:2002;3951 (c) Chen W., Xu L., Hu Y., Osuna A.M.B., Xiao J. Tetrahedron. 58:2002;3889 (d) Nakamura Y., Takeuchi S., Zhang S., Okumura K., Ohgo Y. Tetrahedron Lett. 43:2002;3056 (e) Yin Y.-Y., Zhao G., Yang G.-S., Yin W.-X. Chin. J. Chem. 20:2002;803 (f) Pozzi G., Cavazzini M., Quici S., Maillard D., Sinou D. J. Mol. Catal. A. 182-183:2002;455.
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    • For recent references on BINOL and BINAP in biphasic synthesis, see: (a) Nakamura Y., Takeuchi S., Okumura K., Ohgo Y., Curran D.P. Tetrahedron. 58:2002;3963 (b) Tian Y., Yang Q.C., Mac T.C.W., Chan K.S. Tetrahedron. 58:2002;3951 (c) Chen W., Xu L., Hu Y., Osuna A.M.B., Xiao J. Tetrahedron. 58:2002;3889 (d) Nakamura Y., Takeuchi S., Zhang S., Okumura K., Ohgo Y. Tetrahedron Lett. 43:2002;3056 (e) Yin Y.-Y., Zhao G., Yang G.-S., Yin W.-X. Chin. J. Chem. 20:2002;803 (f) Pozzi G., Cavazzini M., Quici S., Maillard D., Sinou D. J. Mol. Catal. A. 182-183:2002;455.
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    • For 'heavy fluorous' scavenging and quenching agents, see: (a)
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    • Unpublished results
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    • (a) Rover S., Wipf P. Tetrahedron Lett. 40:1999;5667. For 'heavy fluorous' protecting groups, see: (a) Rover, S.; Wipf, P. Tetrahedron Lett. 1990, 40, 5667 (b) Pardo J., Cobas A., Guitian E., Castedo L. Org. Lett. 3:1999;3711 (c) Miura T., Inazu T. Tetrahedron Lett. 44:2003;119 (d) Mizuno M., Goto K., Miura T., Hosaka D., Inazu T. Chem. Commun. 2003;972.
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    • (a) Rover S., Wipf P. Tetrahedron Lett. 40:1999;5667. For 'heavy fluorous' protecting groups, see: (a) Rover, S.; Wipf, P. Tetrahedron Lett. 1990, 40, 5667 (b) Pardo J., Cobas A., Guitian E., Castedo L. Org. Lett. 3:1999;3711 (c) Miura T., Inazu T. Tetrahedron Lett. 44:2003;119 (d) Mizuno M., Goto K., Miura T., Hosaka D., Inazu T. Chem. Commun. 2003;972.
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    • Private communication
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    • For separation of tagged oligosaccharides by fluorous solvent extraction, see (c) Miura T., Hirose Y., Ohmae M., Inazu T. Org. Lett. 3:2001;3947. and Ref. 33c.
    • (2001) Org. Lett. , vol.3 , pp. 3947
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    • A. Loupy. Weinheim: Wiley-VCH. For microwave-assisted solid-phase synthesis, see: (a) Kappe C.O. Loupy A. Microwaves in Organic Synthesis;. (b) Kappe C.O. Curr. Opin. Chem. Biol. 6:2002;314.
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    • The reactions are performed under the license of US patent 6,136,157.
    • The reactions are performed under the license of US patent 6,136,157.


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