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P.","year":"2006","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref1\/cit1b","doi-asserted-by":"crossref","first-page":"16758","DOI":"10.1021\/ja904698q","volume":"131","author":"DeLorbe J. E.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref2\/cit2","unstructured":"For leading reviews, see:"},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"511","DOI":"10.2174\/0929867302666220216234752","volume":"2","author":"Sala\u00fcn J.","year":"1995","journal-title":"Curr. Med. Chem."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/3-540-48255-5_1","volume":"207","author":"Sala\u00fcn J.","year":"2000","journal-title":"Top. Curr. Chem."},{"key":"ref3\/cit3","unstructured":"See, for recent examples:"},{"key":"ref3\/cit3a","doi-asserted-by":"crossref","first-page":"3976","DOI":"10.1002\/anie.200605248","volume":"46","author":"Urman S.","year":"2007","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref3\/cit3b","doi-asserted-by":"crossref","first-page":"202","DOI":"10.1002\/anie.200390078","volume":"42","author":"Koglin N.","year":"2003","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref3\/cit3c","doi-asserted-by":"crossref","first-page":"8960","DOI":"10.1021\/jo005541l","volume":"65","author":"Beumer R.","year":"2000","journal-title":"J. Org. Chem."},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"511","DOI":"10.1002\/anie.200352267","volume":"43","author":"De Pol S.","year":"2004","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref5\/cit5","unstructured":"For reviews, see:"},{"key":"ref5\/cit5a","doi-asserted-by":"crossref","DOI":"10.1007\/978-94-009-4832-7","volume-title":"Chemistry and Biochemistry of the Amino Acids","author":"Barrett G. C.","year":"1985"},{"key":"ref5\/cit5b","doi-asserted-by":"crossref","first-page":"905","DOI":"10.2174\/092986730610220401154110","volume":"6","author":"Hoekstra W. J.","year":"1999","journal-title":"Curr. Med. Chem."},{"key":"ref5\/cit5c","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1039\/CS9962500117","volume":"25","author":"Cardillo G.","year":"1996","journal-title":"Chem. Soc. Rev."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"3262","DOI":"10.1021\/jo800168h","volume":"73","author":"D\u2019Elia V.","year":"2008","journal-title":"J. Org. Chem."},{"key":"ref7\/cit7a","unstructured":"aOtt, G. R.; Chen, X.; Duan, J.; Voss, M. E.WO 2002074738."},{"key":"ref7\/cit7b","unstructured":"bDuan, J.; Ott, G.; Chen, L.; Lu, Z.; Maduskuie, T. P., Jr.; Voss, M. E.; Xue, C.B.WO 2001070673."},{"key":"ref7\/cit7c","unstructured":"cBehling, J. R.; Boys, M. L.; Cain-Janicki, K. J.; Colson, P.J.; Doubleday, W. W.; Duran, J. E.; Farid, P. N.; Knable, C. M.; Muellner, F. W.; Nugent, S. T.; Topgi, R. S.WO 9802410. See also refs3a,3b."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"6906","DOI":"10.1021\/ja900634m","volume":"131","author":"Alnasleh B. K.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"1488","DOI":"10.1021\/ol100187c","volume":"12","author":"Banning J. E.","year":"2010","journal-title":"Org. Lett."},{"key":"ref10\/cit10","unstructured":"For our recent reports on preparative synthesis of isolable cyclopropenes, see:"},{"key":"ref10\/cit10a","first-page":"1477","author":"Sherrill W. M.","year":"2009","journal-title":"Synthesis"},{"key":"ref10\/cit10b","doi-asserted-by":"crossref","first-page":"4947","DOI":"10.1016\/j.tet.2010.04.123","volume":"66","author":"Kim R.","year":"2010","journal-title":"Tetrahedron"},{"key":"ref11\/cit11","unstructured":"For discussion, see:"},{"key":"ref11\/cit11a","doi-asserted-by":"crossref","first-page":"7884","DOI":"10.1021\/jo0344079","volume":"68","author":"Miller J. A.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref11\/cit11b","doi-asserted-by":"crossref","first-page":"332","DOI":"10.1039\/b808895k","volume":"6","author":"Sladojevich F.","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"ref11\/cit11c","doi-asserted-by":"crossref","first-page":"787","DOI":"10.1021\/ol802614j","volume":"11","author":"Denton J. R.","year":"2009","journal-title":"Org. Lett."},{"key":"ref11\/cit11d","doi-asserted-by":"crossref","first-page":"3670","DOI":"10.1039\/b814374a","volume":"6","author":"Bonge H. T.","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"ref12\/cit12","unstructured":"See for example:"},{"key":"ref12\/cit12a","first-page":"1627","author":"Inokuma T.","year":"2009","journal-title":"Synlett"},{"key":"ref12\/cit12b","doi-asserted-by":"crossref","first-page":"2488","DOI":"10.1002\/adsc.200800452","volume":"350","author":"Fan R.","year":"2008","journal-title":"Adv. Synth. Catal."},{"key":"ref12\/cit12c","doi-asserted-by":"crossref","first-page":"355","DOI":"10.1016\/j.tetasy.2009.01.003","volume":"20","author":"Zhang J.","year":"2009","journal-title":"Tetrahedron: Asymmetry"},{"key":"ref12\/cit12d","doi-asserted-by":"crossref","first-page":"972","DOI":"10.1002\/chem.200801651","volume":"15","author":"Lv J.","year":"2009","journal-title":"Chem.\u2014Eur. J."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"8460","DOI":"10.1002\/anie.200803857","volume":"47","author":"Zhu S.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref14\/cit14","unstructured":"For ring-retentive nucleophilic addition of amines to cyclopropenes, see:"},{"key":"ref14\/cit14a","first-page":"2733","volume":"58","author":"Gritsenko E. I.","year":"1988","journal-title":"Zh. Obshch. Khim."},{"key":"ref14\/cit14b","first-page":"2933","volume":"44","author":"Franck-Neumann M.","year":"1988","journal-title":"Tetrahedron"},{"key":"ref14\/cit14c","doi-asserted-by":"crossref","first-page":"2385","DOI":"10.1016\/j.bmcl.2008.02.061","volume":"18","author":"Kang S. Y.","year":"2008","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref14\/cit14d","doi-asserted-by":"crossref","first-page":"8138","DOI":"10.1016\/j.tetlet.2007.09.110","volume":"48","author":"Basle E.","year":"2007","journal-title":"Tetrahedron Lett."},{"key":"ref14\/cit14e","doi-asserted-by":"crossref","first-page":"1903","DOI":"10.1016\/j.bmcl.2007.01.039","volume":"17","author":"Liang G.-B.","year":"2007","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref15\/cit15","unstructured":"For ring retentive installation of phosphorous-based nucleophilic moiety into pre-existing three-membered cycle, see:"},{"key":"ref15\/cit15a","doi-asserted-by":"crossref","first-page":"3231","DOI":"10.1021\/ol8011138","volume":"10","author":"Alnasleh B. K.","year":"2008","journal-title":"Org. Lett."},{"key":"ref16\/cit16a","doi-asserted-by":"crossref","first-page":"7350","DOI":"10.1002\/anie.200802391","volume":"47","author":"Yang Y.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref16\/cit16b","doi-asserted-by":"crossref","first-page":"695","DOI":"10.1351\/pac200880040695","volume":"80","author":"Ma S.","year":"2008","journal-title":"Pur. Appl. Chem."},{"key":"ref16\/cit16c","doi-asserted-by":"crossref","first-page":"5595","DOI":"10.1021\/jo900389m","volume":"74","author":"Chen J.","year":"2009","journal-title":"J. Org. Chem."},{"key":"ref16\/cit16d","doi-asserted-by":"crossref","first-page":"909","DOI":"10.1039\/b413807d","author":"Ma S.","year":"2005","journal-title":"Chem. Commun."},{"key":"ref16\/cit16e","doi-asserted-by":"crossref","first-page":"13954","DOI":"10.1021\/ja038131y","volume":"125","author":"Ma S.","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"ref16\/cit16f","doi-asserted-by":"crossref","first-page":"2297","DOI":"10.1021\/jo026843l","volume":"68","author":"Nakamura I.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref17\/cit17","unstructured":"It is believed that a fine balance between acidity and nucleofilicity of the pronucleophile is essential for the successful transformation. See ref9for discussion."},{"key":"ref18\/cit18","unstructured":"We have also previously demonstrated a single example of a formal nucleophilic substitution of1awith pyrrole. Studies on incorporation of other heterocyclic moieties in the three-membered ring via this approach are currently underway and will be reported in due course."},{"key":"ref20\/cit20","unstructured":"We failed to detect any cyclopropane-containing products in this reaction."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ol101228k","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,5]],"date-time":"2023-04-05T13:57:14Z","timestamp":1680703034000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ol101228k"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2010,8,20]]},"references-count":52,"journal-issue":{"issue":"18","published-print":{"date-parts":[[2010,9,17]]}},"alternative-id":["10.1021\/ol101228k"],"URL":"https:\/\/doi.org\/10.1021\/ol101228k","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2010,8,20]]}}}