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Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines"],"prefix":"10.1021","volume":"132","author":[{"given":"Takeo","family":"Sakai","sequence":"first","affiliation":[{"name":"Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rick L.","family":"Danheiser","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2010,9,3]]},"reference":[{"key":"ref1\/cit1a","unstructured":"aJanz, G. J.In1,4-Cycloaddition Reactions;Hamer, J., Ed.Academic Press:New York, 1967; pp97\u2212125."},{"key":"ref1\/cit1b","unstructured":"bBoger, D. L. and Weinreb, S. M.Hetero Diels-Alder Methodology in Organic Synthesis;Academic Press:San Diego, 1987; pp146\u2212150."},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"8256","DOI":"10.1021\/jo034961i","volume":"68","author":"McClure C. K.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"9898","DOI":"10.1016\/j.bmc.2008.10.033","volume":"16","author":"Hussain I.","year":"2008","journal-title":"Bioorg. Med. Chem."},{"key":"ref3\/cit3a","doi-asserted-by":"crossref","first-page":"1807","DOI":"10.1002\/hlca.19730560543","volume":"56","author":"Oppolzer W.","year":"1973","journal-title":"Helv. Chim. Acta"},{"key":"ref3\/cit3b","doi-asserted-by":"crossref","first-page":"407","DOI":"10.1016\/S0040-4039(00)80108-2","volume":"29","author":"Shea K. J.","year":"1988","journal-title":"Tetrahedron Lett."},{"key":"ref3\/cit3c","doi-asserted-by":"crossref","first-page":"2232","DOI":"10.1021\/ja058418q","volume":"128","author":"Jayanth T. T.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref3\/cit3d","doi-asserted-by":"crossref","first-page":"5959","DOI":"10.1021\/ol062353u","volume":"8","author":"Altable M.","year":"2006","journal-title":"Org. Lett."},{"key":"ref3\/cit3e","doi-asserted-by":"crossref","first-page":"2944","DOI":"10.1039\/b926497c","volume":"46","author":"Gonz\u00e1lez I.","year":"2010","journal-title":"Chem. Commun."},{"key":"ref3\/cit3f","doi-asserted-by":"crossref","first-page":"11039","DOI":"10.1021\/ja1053829","volume":"132","author":"Robinson J. M.","year":"2010","journal-title":"J. Am. Chem. Soc."},{"key":"ref3\/cit3g","unstructured":"gFor a report of the isolation of dimers believed to be derived from the product of a propargylic ene reaction, see:"},{"key":"ref3\/cit3h","doi-asserted-by":"crossref","first-page":"1238","DOI":"10.1002\/ejoc.200390178","author":"Pe\u00f1a D.","year":"2003","journal-title":"Eur. J. Org. Chem."},{"key":"ref4\/cit4a","doi-asserted-by":"crossref","first-page":"575","DOI":"10.1246\/cl.1985.575","author":"Hamana H.","year":"1985","journal-title":"Chem. Lett."},{"key":"ref5\/cit5a","first-page":"1817","author":"Shimizu H.","year":"2008","journal-title":"Synlett"},{"key":"ref6\/cit6a","doi-asserted-by":"crossref","first-page":"5259","DOI":"10.1016\/S0040-4020(00)00259-3","volume":"56","author":"Behforouz M.","year":"2000","journal-title":"Tetrahedron"},{"key":"ref6\/cit6b","doi-asserted-by":"crossref","first-page":"6099","DOI":"10.1016\/S0040-4020(01)00438-0","volume":"57","author":"Buonora P.","year":"2001","journal-title":"Tetrahedron"},{"key":"ref6\/cit6c","doi-asserted-by":"crossref","first-page":"5474","DOI":"10.1039\/b809206k","author":"Groenendaal B.","year":"2008","journal-title":"Chem. Commun."},{"key":"ref7\/cit7","unstructured":"For related metal-free, formal [2 + 2 + 2] cycloadditions leading to carbocyclic systems, see ref3fand references cited therein."},{"key":"ref8\/cit8","unstructured":"Reviews:"},{"key":"ref8\/cit8a","doi-asserted-by":"crossref","first-page":"3787","DOI":"10.1021\/cr030677f","volume":"103","author":"Varela J. A.","year":"2003","journal-title":"Chem. Rev."},{"key":"ref8\/cit8b","doi-asserted-by":"crossref","first-page":"1085","DOI":"10.1039\/b607877j","volume":"36","author":"Heller B.","year":"2007","journal-title":"Chem. Soc. Rev."},{"key":"ref8\/cit8c","first-page":"2571","author":"Varela J. A.","year":"2008","journal-title":"Synlett"},{"key":"ref9\/cit9a","doi-asserted-by":"crossref","first-page":"6043","DOI":"10.1016\/j.tet.2004.04.043","volume":"60","author":"Henry G. D.","year":"2004","journal-title":"Tetrahedron"},{"key":"ref10\/cit10","unstructured":"For full details on the synthesis of cycloaddition substrates, see theSupporting Information."},{"key":"ref11\/cit11a","doi-asserted-by":"crossref","first-page":"727","DOI":"10.1002\/9783527619573.ch12","volume-title":"Modern Allene Chemistry","author":"Murakami M.","year":"2004"},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"1735","DOI":"10.1021\/cr940337h","volume":"105","author":"Jung M. E.","year":"2005","journal-title":"Chem. Rev."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"9378","DOI":"10.1021\/ja9819209","volume":"120","author":"Wills M. S. B.","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ref14\/cit14","unstructured":"Attempts to trap the intermediate allenylimine with the TMS enol ether derivative of cyclohexanone and with electron-deficient alkenes and alkynes were unsuccessful. 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