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Four-Membered Ring-Containing Spirocycles: Synthetic Strategies and Opportunities
Abstract
ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTFour-Membered Ring-Containing Spirocycles: Synthetic Strategies and OpportunitiesErick M. Carreira*† and Thomas C. Fessard*†‡View Author Information† ‡ †Laboratorium für Organische Chemie, and ‡SpiroChem AG, ETH-Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich, Switzerland*E-mail: [email protected]*E-mail: [email protected]; [email protected]Cite this: Chem. Rev. 2014, 114, 16, 8257–8322Publication Date (Web):July 8, 2014Publication History Received3 March 2014Published online8 July 2014Published inissue 27 August 2014https://pubs.acs.org/doi/10.1021/cr500127bhttps://doi.org/10.1021/cr500127breview-articleACS PublicationsCopyright © 2014 American Chemical SocietyRequest reuse permissionsArticle Views15487Altmetric-Citations463LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Alcohols,Amines,Chemical structure,Cyclization,Scaffolds Get e-Alerts
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Cites
Lipinski, C. A., Lombardo, F., Dominy, B. W., & Feeney, P. J. (2001) · Advanced Drug Delivery Reviews · doi:10.1016/s0169-409x(00)00129-0 · Cited by 18,139
Escape from Flatland: Increasing Saturation as an Approach to Improving Clinical Success
Lovering, F., Bikker, J., & Humblet, C. (2009) · Journal of Medicinal Chemistry · doi:10.1021/jm901241e · Cited by 4,495
Function-Oriented Synthesis, Step Economy, and Drug Design
Wender, P. A., Verma, V. A., Paxton, T. J., & Pillow, T. H. (2008) · Accounts of Chemical Research · doi:10.1021/ar700155p · Cited by 1,204
A Simple, Mild, Catalytic, Enantioselective Addition of Terminal Acetylenes to Aldehydes
Anand, N. K., & Carreira, E. M. (2001) · Journal of the American Chemical Society · doi:10.1021/ja016378u · Cited by 473
Self-citationOxetanes as Versatile Elements in Drug Discovery and Synthesis
Burkhard, J. A., Wuitschik, G., Rogers‐Evans, M., Müller, K., & Carreira, E. M. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.200907155 · Cited by 441
Self-citationOxetanes in Drug Discovery: Structural and Synthetic Insights
Wuitschik, G., Carreira, E. M., Wagner, B., Fischer, H., Parrilla, I., Schuler, F., Rogers-Evans, M., & Müller, K. (2010) · Journal of Medicinal Chemistry · doi:10.1021/jm9018788 · Cited by 418
Self-citationHeterocyclic Chemistry in Drug Discovery
Li, J. J. (2013) · Cited by 325
Müller, C., Bauer, A., Maturi, M. M., Cuquerella, M. C., Miranda, M. A., & Bach, T. (2011) · Journal of the American Chemical Society · doi:10.1021/ja207480q · Cited by 235
Total Synthesis of (+)‐Daphmanidin E
Weiss, M. E., & Carreira, E. M. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201104681 · Cited by 187
Self-citationImmunizations and Autism: A Review of the Literature
Doja, A., & Roberts, W. (2006) · Canadian Journal of Neurological Sciences / Journal Canadien des Sciences Neurologiques · doi:10.1017/s031716710000528x · Cited by 123
Expanding the Azaspiro[3.3]heptane Family: Synthesis of Novel Highly Functionalized Building Blocks
Burkhard, J. A., Guerot, C. M., Knust, H., & Carreira, E. M. (2011) · Organic Letters · doi:10.1021/ol2028459 · Cited by 110
Self-citationFinke, P. E., Shah, S. K., Fletcher, D. S., et al. (1995) · Journal of Medicinal Chemistry · doi:10.1021/jm00013a021 · Cited by 89
Discovery and Optimization of Potent GPR40 Full Agonists Containing Tricyclic Spirocycles
Wang, Y., Liu, J., Dransfield, P. J., Zhu, L., Wang, Z., Du, X., Jiao, X., Su, Y., Li, A., Brown, S. P., et al. (2013) · ACS Medicinal Chemistry Letters · doi:10.1021/ml300427u · Cited by 87
Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide
Burkhard, J. A., Wuitschik, G., Plancher, J., Rogers‐Evans, M., & Carreira, E. M. (2013) · Organic Letters · doi:10.1021/ol401705a · Cited by 83
Self-citationNew progesterone receptor antagonists: 3,3-disubstituted-5-aryloxindoles
Fensome, A., Bender, R. H. W., Cohen, J. D., Collins, M. A., Mackner, V. A., Miller, L. L., Ullrich, J. W., Winneker, R. C., Wrobel, J. E., Zhang, P., et al. (2002) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/s0960-894x(02)00746-1 · Cited by 75
Alcaide, B., Almendros, P., del Campo, T. M., & Rodríguez‐Acebes, R. (2007) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200600502 · Cited by 63
Pyrazinoindolone inhibitors of MAPKAP-K2
Goldberg, D. R., Choi, Y.-C., Cogan, D. A., Corson, M. H., DeLeon, R. P., Gao, A., Gruenbaum, L. M., Hao, M., Joseph, D. P., Kashem, M. A., et al. (2007) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2007.12.037 · Cited by 55
Radical-mediated reduction of the dithiocarbamate group under tin-free conditions
McMaster, C., Bream, R. N., & Grainger, R. S. (2012) · Organic & Biomolecular Chemistry · doi:10.1039/c2ob25434d · Cited by 51
Discovery and in Vivo Evaluation of Dual PI3Kβ/δ Inhibitors
de Turiso, F. G.-L., Shin, Y., Brown, M. F., Cardozo, M. G., Chen, Y., Fong, D., Hao, X., He, X., Henne, K. R., Hu, Y., et al. (2012) · Journal of Medicinal Chemistry · doi:10.1021/jm300679u · Cited by 50
Titanocene catalyzed opening of oxetanes
Gansäuer, A., Schiffer-Ndene, N., Lauterbach, T., Justicia, J., Winkler, I., Mück‐Lichtenfeld, C., & Grimme, S. (2008) · Tetrahedron · doi:10.1016/j.tet.2008.08.107 · Cited by 50
Dineen, T. A., Weiss, M. M., Williamson, T. L., Acton, P., Babu‐Khan, S., Bartberger, M. D., Brown, J., Chen, K., Cheng, Y., Citron, M., et al. (2012) · Journal of Medicinal Chemistry · doi:10.1021/jm300118s · Cited by 43
Gunzner, J. L., Zhao, G., Bauer, P., Baumeister, T., Buckmelter, A. J., Caligiuri, M., Clodfelter, K. H., Fu, B., Han, B., Ho, Y., et al. (2013) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2013.04.040 · Cited by 42
Ross, A. G., Li, X., & Danishefsky, S. J. (2012) · Journal of the American Chemical Society · doi:10.1021/ja307708q · Cited by 40
Synthesis of Four Novel Natural Product Inspired Scaffolds for Drug Discovery
Jenkins, I. D., Lacrampe, F., Ripper, J. A., Alcaraz, L., Le, P. V., Nikolakopoulos, G., Leone, P. D. A., White, R. H., & Quinn, R. J. (2008) · The Journal of Organic Chemistry · doi:10.1021/jo802456w · Cited by 39
Wüst, F. R., Carlson, K. E., & Katzenellenbogen, J. A. (2003) · Steroids · doi:10.1016/s0039-128x(02)00171-x · Cited by 39
Santra, S., & Andreana, P. R. (2011) · The Journal of Organic Chemistry · doi:10.1021/jo102305q · Cited by 36
In vivo and in vitro SAR of tetracyclic MAPKAP-K2 (MK2) inhibitors. Part II
Révész, L., Schlapbach, A., Aichholz, R., Dawson, J., Feifel, R., Hawtin, S. R., Littlewood-Evans, A. J., Koch, G., Kroemer, M., Möbitz, H., et al. (2010) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2010.04.023 · Cited by 33
Indolin-2-one p38α inhibitors I: Design, profiling and crystallographic binding mode
Eastwood, P. R., González, J., Gómez, E., Vidal, B., Caturla, F., Roca, R., Balagué, C., Orellana, A., & Domínguez, M. (2011) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2011.05.114 · Cited by 30
In vivo and in vitro SAR of tetracyclic MAPKAP-K2 (MK2) inhibitors. Part I
Révész, L., Schlapbach, A., Aichholz, R., Feifel, R., Hawtin, S. R., Heng, R., HIESTAND, P. C., Jahnke, W., Koch, G., Kroemer, M., et al. (2010) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2010.04.024 · Cited by 30
Alcaide, B., Almendros, P., del Campo, T. M., & Carrascosa, R. (2010) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201000710 · Cited by 29
Design and synthesis of highly selective, orally active Polo-like kinase-2 (Plk-2) inhibitors
Bowers, S., Truong, A. P., Ye, M., Aubele, D. L., Sealy, J. M., Neitz, R. J., Hom, R. K., Chan, W., Dappen, M. S., Galemmo, R. A., et al. (2013) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2013.02.065 · Cited by 28
Syntheses of C-5-spirocyclic C-glycoside SGLT2 inhibitors
Mascitti, V., Robinson, R. P., Préville, C., Thuma, B. A., Carr, C. L., Reese, M. R., Maguire, R. J., Leininger, M. T., Lowe, A., & Steppan, C. M. (2010) · Tetrahedron Letters · doi:10.1016/j.tetlet.2010.02.024 · Cited by 21
Chincholkar, P. M., Puranik, V. G., & Deshmukh, A. R. A. S. (2007) · Tetrahedron · doi:10.1016/j.tet.2007.06.073 · Cited by 20
Chromanol derivatives—A novel class of CETP inhibitors
Vakalopoulos, A., Schmeck, C., Thutewohl, M., Li, V., Bischoff, H., Lustig, K., Weber, O., Paulsen, H., & Elias, H. (2010) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2010.10.110 · Cited by 20
Watanabe, J., Sugiyama, Y., Nomura, A., Azumatei, S., Goswami, A., Saino, N., & Okamoto, S. (2010) · Macromolecules · doi:10.1021/ma902792a · Cited by 18
Monenschein, H., Horne, D. B., Bartberger, M. D., Hitchcock, S. A., Nguyen, T. T. H., Patel, V. F., Pennington, L. D., & Zhong, W. (2012) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2012.04.060 · Cited by 13
Saitoh, H., Sampei, T., Kimura, T., Kato, Y., Ishida, N., & Satoh, T. (2012) · Tetrahedron Letters · doi:10.1016/j.tetlet.2012.03.127 · Cited by 9
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Metadata
- Authors
- Carreira, E. M., & Fessard, T. C.
- Venue
- Chemical Reviews
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-07-08
- Volume
- 114
- Issue
- 16
- Pages
- 8257-8322
- ISSN
- 0009-2665 (ISSN-L)
- 1520-6890
- OpenAlex
- W2123774442
- Cited by
- 630
- References
- 37
- FWCI
- 1.36
- Type
- journal article
- Language
- en
- Open access
- closed
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