The DOI matches its Crossref record; 19 of the 19 references it cites were found in a registry or an index.
Current progress in the asymmetric aldol addition reaction
Abstract
Control of stereochemistry during aldol addition reactions has attracted considerable interest over the years as the aldol reaction is one of the most fundamental tools for the construction of new carbon-carbon bonds. Several strategies have been implemented whereby eventually any single possible stereoisomeric aldol product can be accessed by choosing the appropriate procedure. With earlier methods, stoichiometric quantities of chiral reagents were required for efficient asymmetric induction, with the auxiliary most often attached covalently to the substrate carbonyl. Lewis acid catalyzed addition reactions of silyl enolates to aldehydes (Mukaiyama reaction) later opened the way for catalytic asymmetric induction. In the last few years, both chiral metal complexes and small chiral organic molecules have been found to catalyse the direct aldol addition of unmodified ketones to aldehydes with relatively high chemical and stereochemical efficiency. These techniques along with the more recent developments in the area are discussed in this tutorial review.
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Cites
Comprehensive asymmetric catalysis
Jacobsen, E. N., Pfaltz, A., & 山本, 尚. (1999) · Springer eBooks · Cited by 3,786
Proline-Catalyzed Direct Asymmetric Aldol Reactions
List, B., Lerner, R. A., & Barbas, C. F. (2000) · Journal of the American Chemical Society · doi:10.1021/ja994280y · Cited by 2,873
Stereoselective Organic Reactions in Water
Lindström, U. M. (2002) · Chemical Reviews · doi:10.1021/cr010122p · Cited by 1,642
Sakthivel, K., Notz, W., Bui, T., & Barbas, C. F. (2001) · Journal of the American Chemical Society · doi:10.1021/ja010037z · Cited by 1,166
The First Direct and Enantioselective Cross-Aldol Reaction of Aldehydes
Northrup, A. B., & MacMillan, D. W. C. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0262378 · Cited by 706
Catalytic Asymmetric Synthesis of anti-1,2-Diols
Notz, W., & List, B. (2000) · Journal of the American Chemical Society · doi:10.1021/ja001460v · Cited by 645
Bahmanyar, S., Houk, K. N., Martin, H. J., & List, B. (2003) · Journal of the American Chemical Society · doi:10.1021/ja028812d · Cited by 576
Chiral Auxiliaries and Ligands in Asymmetric Synthesis
SEYDEN‐PENNE, J. (1995) · Medical Entomology and Zoology · Cited by 540
Hoang, L., Bahmanyar, S., Houk, K. N., & List, B. (2003) · Journal of the American Chemical Society · doi:10.1021/ja028634o · Cited by 474
Novel Small Organic Molecules for a Highly Enantioselective Direct Aldol Reaction
Tang, Z., Jiang, F., Yu, L.-T., Cui, X., Gong, L.-Z., Mi, A.-Q., Jiang, Y.-Z., & Wu, Y.-D. (2003) · Journal of the American Chemical Society · doi:10.1021/ja034528q · Cited by 431
Direct organocatalytic aldol reactions in buffered aqueous media
Córdova, A., Notz, W., & Barbas III, C. F. (2002) · Chem. Commun. · doi:10.1039/b207664k · Cited by 308
Carreira, E. M., Singer, R. A., & Lee, W. (1994) · Journal of the American Chemical Society · doi:10.1021/ja00098a065 · Cited by 286
Recent progress in asymmetric two-center catalysis
Shibasaki, M., Kanai, M., & Funabashi, K. (2002) · Chemical Communications · doi:10.1039/b203495f · Cited by 250
Crimmins, M. T., King, B. W., & Tabet, E. A. (1997) · Journal of the American Chemical Society · doi:10.1021/ja9716721 · Cited by 227
Chowdari, N. S., Ramachary, D. B., Córdova, A., & Barbas, C. F. (2002) · Tetrahedron Letters · doi:10.1016/s0040-4039(02)02412-7 · Cited by 165
Hamada, T., Manabe, K., Ishikawa, S., Nagayama, S., Shiro, M., & Kobayashi, S. (2003) · Journal of the American Chemical Society · doi:10.1021/ja028698z · Cited by 164
Magnesium Halide-Catalyzed Anti-Aldol Reactions of Chiral N-Acylthiazolidinethiones
Evans, D. A., Downey, C. W., Shaw, J. T., & Tedrow, J. S. (2002) · Organic Letters · doi:10.1021/ol025553o · Cited by 146
Palomo, C., González, A., Garcı́a, J. M., Landa, C., Oiarbide, M., Rodríguez, S., & Linden, A. (1998) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19980202)37:1/2<180::aid-anie180>3.0.co;2-4 · Cited by 66
Self-citationTitanium(IV) Alkoxide Ligand Exchange with α-Hydroxy Acids: The Enantioselective Aldol Addition
Mahrwald, R. (2000) · Organic Letters · doi:10.1021/ol0002727 · Cited by 45
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Supramolecular Chirality in Self-Assembled Systems
Liu, M., Zhang, L., & Wang, T. (2015) · Chemical Reviews · doi:10.1021/cr500671p · Cited by 2,250
The Cross‐Dehydrogenative Coupling of CH Bonds: A Versatile Strategy for CC Bond Formations
Girard, S. A., Knauber, T., & Li, C. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201304268 · Cited by 1,861
When Organocatalysis Meets Transition‐Metal Catalysis
Zhong, C., & Shi, X. (2010) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201000004 · Cited by 607
Transition metal-catalyzed ketone-directed or mediated C–H functionalization
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Metadata
- Authors
- Palomo, C., Oiarbide, M., & García, J. M.
- Venue
- Chem. Soc. Rev.
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2004
- Volume
- 33
- Issue
- 2
- Pages
- 65-75
- ISSN
- 0306-0012 (ISSN-L)
- 1460-4744
- OpenAlex
- W2140288236
- Cited by
- 465
- References
- 19
- FWCI
- 2.07
- Type
- journal article
- Language
- en
- Open access
- closed
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