{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T04:41:59Z","timestamp":1760244119188,"version":"build-2065373602"},"reference-count":12,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2005,8,31]],"date-time":"2005-08-31T00:00:00Z","timestamp":1125446400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Tetrasubstituted pyrrolidines representing analogs of homoproline weresynthesized by three-component condensation of aryl(heteroaryl)aldehydes, asparagineand N-methylmaleimide (NMM). Compounds with (1S*, 3R*, 3aS*, 6aR*)-configurationat the corresponding carbon positions of the bicyclic pyrrolidine ring could be isolated ona preparative scale.<\/jats:p>","DOI":"10.3390\/10070755","type":"journal-article","created":{"date-parts":[[2008,10,25]],"date-time":"2008-10-25T13:32:11Z","timestamp":1224941531000},"page":"755-761","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Three-Component Synthesis of Polysubstituted Homoproline Analogs"],"prefix":"10.3390","volume":"10","author":[{"given":"K.","family":"Kudryavtsev","sequence":"first","affiliation":[{"name":"Department of Chemistry, Moscow State University, Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"V.","family":"Irkha","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Moscow State University, Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2005,8,31]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2571","DOI":"10.1021\/jm011059z","article-title":"Endomorphin-1 Analogues Containing \u03b2-Proline Are \u00b5-Opioid Receptor Agonists and Display Enhanced Enzymatic Hydrolysis Resistance","volume":"45","author":"Cardillo","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Gray, D., Concellon, C., and Gallagher, T. (2004). Kowalski Ester Homologation. Application to the Synthesis of \u03b2-Amino Esters. J. Org. Chem., in press.","DOI":"10.1002\/chin.200446187"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3253","DOI":"10.1016\/S0040-4020(03)00411-3","article-title":"Asymmetric synthesis of cyclic \u03b2-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis","volume":"59","author":"Chippindale","year":"2003","journal-title":"Tetrahedron"},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Zhang, Y. J., Park, J. H., and Lee, S. (2004). Asymmetric synthesis of homoproline derivatives via Rh(I)- catalyzed hydrogenation using chiral bisphosphines as ligands. Tetrahedron: Asymmetr., in press.","DOI":"10.1016\/j.tetasy.2004.04.014"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"2894","DOI":"10.1021\/jo026804+","article-title":"Enantiopure Synthesis of All Four Stereoisomers of Carbapenam-3-carboxylic Acid Methyl Ester","volume":"68","author":"Avenoza","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Chevrier, C., and Defoin, A. (2003). Simple Preparation of N-Benzyl-\u03b2-aminohydroxamic Acids by 1,3-Dipolar Cycloaddition of Nitrones. Synthesis, 1221\u20131224.","DOI":"10.1055\/s-2003-39412"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1433","DOI":"10.1016\/S0040-4020(02)00005-4","article-title":"Syntheses of pyrrolizidines and indolizidines from \u03b1,\u03b2-unsaturated sugar \u03b4-lactones via Dieckmann condensation","volume":"58","author":"Rabiczko","year":"2002","journal-title":"Tetrahedron"},{"key":"ref_8","unstructured":"See, for example, one of the latest reviews:\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Orru\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              R. V. A\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              de Greef\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              M.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Recent Advances in Solution-Phase Multicomponent Methodology for the Synthesis of Heterocyclic Compounds\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Synthesis\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2003\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1471\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1499\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          10.1055\/s-2003-40507"},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Padwa, A., and Pearson, W. H. (2002). Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, John Wiley & Sons.","DOI":"10.1002\/0471221902"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"2841","DOI":"10.1016\/S0040-4039(00)99139-1","article-title":"Decarboxylation of \u03b1-amino acids by pyruvic acid and its derivatives. Evidence for azomethine ylides in in vitro analogues of pyruvoyl enzymic processes","volume":"30","author":"Grigg","year":"1989","journal-title":"Tetrahedron Lett."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"2703","DOI":"10.1039\/P19880002703","article-title":"X=Y-ZH Systems as Potential 1,3-Dipoles. Part 12. Mechanism of Formation of Azomethine Ylides via the Decarboxylative Route from \u03b1-Amino Acids","volume":"68","author":"Grigg","year":"1988","journal-title":"J. Chem. Soc., Perkin Trans. 1"},{"key":"ref_12","unstructured":"CCDC-244700 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk\/conts\/retrieving.html (or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033; e-mail: deposit@ccdc.cam.ac.uk)."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/10\/7\/755\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T22:25:28Z","timestamp":1760221528000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/10\/7\/755"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2005,8,31]]},"references-count":12,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2005,7]]}},"alternative-id":["10070755"],"URL":"https:\/\/doi.org\/10.3390\/10070755","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2005,8,31]]}}}