References
- L. E. Martinez, J. L. Leighton, D. H. Carsten, and E. N. Jacobsen, Highly enantioselective ring opening of epoxides catalyzed by (salen)Cr(III) complexes, J. Am. Chem. Soc., 117, 5897-5898 (1995). https://doi.org/10.1021/ja00126a048
- M. Tokunaga, J. F. Larrow, F. Kakiuchi, and E. N. Jacobsen, Asymmetric catalysis with water: Efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis, Science, 277, 936-938 (1997). https://doi.org/10.1126/science.277.5328.936
- E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, and M. Tokunaga, Enantioselective catalytic ring opening of epoxides with carboxylic acids, Tetrahedron Lett., 38, 773-776 (1997). https://doi.org/10.1016/S0040-4039(96)02414-8
- M. Wu and E. N. Jacobsen, Asymmetric ring opening of meso epoxides with thiols: Enantiomeric enrichment using a bifunctional nucleophile, J. Org. Chem., 63, 5252-5254 (1998). https://doi.org/10.1021/jo980155d
-
J. M. Ready and E. N. Jacobsen, Asymmetric catalytic synthesis of
${\gamma}$ -aryloxy alcohols: Kinetic resolution of terminal epoxides via highly enantioselective ring-opening with phenols, J. Am. Chem. Soc., 121, 6086-6087 (1999). https://doi.org/10.1021/ja9910917 - F. Larrow and E. N. Jacobsen, Asymmetric processes catalyzed by chiral (Salen) metal complexes, Top. Organomet. Chem., 6, 123-152 (2004).
- G. Bartoli, M. Bosco, A. Carlone, M. Locatelli, P. Melchiorre, and L. Sambri, Asymmetric catalytic synthesis of enantiopure N-protected 1,2-amino alcohols, Org. Lett., 6, 3973-3975 (2004). https://doi.org/10.1021/ol048322l
-
G. Bartoli, M. Bosco, A. Carlone, M. Locatelli, P. Melchiorre, and L. Sambri, Asymmetric aminolysis of aromatic epoxides: A facile catalytic enantioselective synthesis of anti-
${\beta}$ -amino alcohols, Org. Lett., 6, 2173-2176 (2004). https://doi.org/10.1021/ol049372t - C. K. Shin, S. J. Kim, and G.-J. Kim, New chiral cobalt salen complexes containing Lewis acid BF3; A highly reactive and enantioselective catalyst for the hydrolytic kinetic resolution of epoxides, Tetrahedron Lett., 45, 7429-7433 (2004). https://doi.org/10.1016/j.tetlet.2004.08.067
-
S. S. Thakur, W. Li, S. J. Kim, and G.-J. Kim, Highly reactive and enantioselective kinetic resolution of terminal epoxides with
$H_2O$ and HCl catalyzed by new chiral (salen) Co complex linked with Al, Tetrahedron Lett., 46, 2263-2266 (2005). https://doi.org/10.1016/j.tetlet.2005.02.012 - W. Li, S. S. Thakur, S.-W. Chen, C. K. Shin, R. B. Kawthekar, and G.-J. Kim, Synthesis of optically active 2-hydroxy monoesters via-kinetic resolution and asymmetric cyclization catalyzed by heterometallic chiral (salen) Co complex, Tetrahedron Lett., 47, 3453-3457 (2006). https://doi.org/10.1016/j.tetlet.2006.03.042
- S. S. Thakur, W. Li, C.-K. Shin, and G.-J. Kim, Asymmetric ring opening of terminal epoxides via kinetic resolution catalyzed by new bimetallic chiral (salen) Co complexes, Chirality, 18, 37-43 (2006). https://doi.org/10.1002/chir.20211
- S. S. Thakur, S.-W. Chen, W. Li, C.-K. Shin, S. J. Kim, Y. M. Koo, and G.-J. Kim, A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates, J. Orgnomet. Chem., 691, 1862-1872 (2006). https://doi.org/10.1016/j.jorganchem.2005.12.044
-
S.-W. Chen, S. S. Thakur, W. Li, C.-K. Shin, R. B. Kawthekar, and G.-J. Kim, Efficient catalytic synthesis of optically pure 1,2-azido alcohols through enantioselective epoxide ring opening with
$HN_3$ , J. Mol. Catal A, 259, 116-120 (2006). https://doi.org/10.1016/j.molcata.2006.06.002 - L. P. C. Nielson, C. P. Stevenson, D. G. Backmond, and E. N. Jacobsen, Mechanistic investigation leads to a synthetic improvement in the hydrolytic kinetic resolution of terminal epoxides, J. Am. Chem. Soc., 126, 1360-1362 (2004). https://doi.org/10.1021/ja038590z
- S. D. Bose and A. V. Narsaiah, An efficient asymmetric synthesis of (S)-atenolol: using hydrolytic kinetic resolution, Bioorg. Med. Chem., 13, 627-630 (2005). https://doi.org/10.1016/j.bmc.2004.10.057
- K. Ogawa, S. Ohta, and M. Okamoto, Reaction of terminal oxiranes with arenesulfonic acid, Synthesis, 3, 281-284 (1987).
- J. M. Klunder, T. Onami, and K. B. Sharpless, Arenesulfonate derivatives of homochiral glycidol: Versatile chiral building blocks for organic synthesis, J. Org. Chem., 54, 1295-1304 (1989). https://doi.org/10.1021/jo00267a014
Cited by
- Asymmetric Ring-Opening of Epoxides Catalyzed by Metal-Salen Complexes vol.10, pp.6, 2016, https://doi.org/10.3390/catal10060705