Pd-catalyzed formal [2+2]-retrocyclization of cyclobutanols via two-fold Csp3–Csp3 bond cleavage

Parra-García, Sergio; Ballester-Ibáñez, Marina; García-López, José-Antonio

Publication:
Pd-catalyzed formal [2+2]-retrocyclization of cyclobutanols via two-fold Csp3–Csp3 bond cleavage

dc.contributor.author	Parra-García, Sergio
dc.contributor.author	Ballester-Ibáñez, Marina
dc.contributor.author	García-López, José-Antonio
dc.contributor.department	Química Inorgánica
dc.date.accessioned	2025-01-28T17:29:59Z
dc.date.available	2025-01-28T17:29:59Z
dc.date.issued	2024-01-04
dc.description	© 2024 The Authors This document is the accepted version of a published work that appeared in final form in The Journal of Organic Chemistry , To access the final edited and published work see: https://doi.org/10.1021/acs.joc.3c01750
dc.description.abstract	In this work we describe the unexpected two-fold Csp3–Csp3 bond cleavage suffered by cyclobutanols in the presence of a catalytic amount of Pd(OAc)2 and promoted by the bulky biaryl JohnPhos ligand. Overall, the sequential cleavage of a strained and an unstrained Csp3–Csp3 bond leads to the formal [2+2]-retrocyclization products, namely, styrene and ace- tophenone derivatives. This procedure might enable the use of cyclobutanols as masked acetyl groups resisting harsh condi- tions in organic synthesis.	es
dc.format	application/pdf	es
dc.format.extent	7	es
dc.identifier.citation	The Journal of Organic Chemistry, 2024, 89, 2, 882-886
dc.identifier.doi	https://doi.org/10.1021/acs.joc.3c01750
dc.identifier.issn	Print.: 0022-3263
dc.identifier.issn	Electronic.: 1520-6904
dc.identifier.uri	http://hdl.handle.net/10201/149505
dc.language	eng	es
dc.publisher	ACS	es
dc.relation	proyecto PID2021-122966NB- I00 financiado por MCIN/AEI/ 10.13039/501100011033 y “ERDF A way of making Europe”. Contrato postdoctoral RYC-2016-20137 financiado por MCIN/AEI and by “ESF investing in your future”.	es
dc.relation.publisherversion	https://doi.org/10.1021/acs.joc.3c01750	es
dc.rights	info:eu-repo/semantics/openAccess	es
dc.rights	Attribution 4.0 Internacional	*
dc.rights.uri	http://creativecommons.org/licenses/by/4.0/	*
dc.subject	Paladio	es
dc.subject	Síntesis orgánica	es
dc.subject	Ciclobutanol	es
dc.subject.other	CDU::5 - Ciencias puras y naturales::54 - Química::547 - Química orgánica	es
dc.title	Pd-catalyzed formal [2+2]-retrocyclization of cyclobutanols via two-fold Csp3–Csp3 bond cleavage	es
dc.type	info:eu-repo/semantics/article	es
dspace.entity.type	Publication	es