000165305 001__ 165305
000165305 005__ 20251219174252.0
000165305 0247_ $$2doi$$a10.1002/chem.201402350
000165305 0248_ $$2sideral$$a146983
000165305 037__ $$aART-2014-146983
000165305 041__ $$aeng
000165305 100__ $$aGómez, Antonio Bermejo
000165305 245__ $$aIridium‐Catalyzed Isomerization/Bromination of Allylic Alcohols: Synthesis of α‐Bromocarbonyl Compounds
000165305 260__ $$c2014
000165305 5203_ $$aα‐Brominated ketones and aldehydes, with two adjacent electrophilic carbon atoms, are highly valuable synthetic intermediates in organic synthesis, however, their synthesis from unsymmetrical ketones is very challenging, and current methods suffer from low selectivity. We present a new, reliable, and efficient method for the synthesis of α‐bromocarbonyl compounds in excellent yields and with excellent selectivities. Starting from allylic alcohols as the carbonyl precursors, the combination of a 1,3‐hydrogen shift catalyzed by iridium(III) with an electrophilic bromination gives α‐bromoketones and aldehydes in good to excellent yields. The selectivity of the process is determined by the structure of the starting allylic alcohol; thus, α‐bromoketones formally derived from unsymmetrical ketones can be synthesized in a straightforward and selective manner.
000165305 540__ $$9info:eu-repo/semantics/closedAccess$$aAll rights reserved$$uhttp://www.europeana.eu/rights/rr-f/
000165305 590__ $$a5.731$$b2014
000165305 591__ $$aCHEMISTRY, MULTIDISCIPLINARY$$b22 / 154 = 0.143$$c2014$$dQ1$$eT1
000165305 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000165305 700__ $$aErbing, Elis
000165305 700__ $$0(orcid)0000-0002-1430-1440$$aBatuecas, María
000165305 700__ $$aVázquez-Romero, Ana
000165305 700__ $$aMartín-Matute, Belén
000165305 773__ $$g20, 34 (2014), 10703-10709$$pChemistry (Weinh.)$$tChemistry - A European Journal$$x0947-6539
000165305 8564_ $$s459236$$uhttps://zaguan.unizar.es/record/165305/files/texto_completo.pdf$$yVersión publicada
000165305 8564_ $$s2440092$$uhttps://zaguan.unizar.es/record/165305/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000165305 909CO $$ooai:zaguan.unizar.es:165305$$particulos$$pdriver
000165305 951__ $$a2025-12-19-14:44:47
000165305 980__ $$aARTICLE