@article {49322,
	title = {Manganese-catalyzed chemoselective direct hydrogenation of α,β-epoxy ketones and α-ketoamides at room temperature},
	journal = {Advanced Synthesis \& Catalysis},
	volume = {366},
	year = {2024},
	month = {AUG},
	pages = {3338-3345},
	type = {Article},
	abstract = {<p>
	Chemoselective hydrogenation of alpha,beta-epoxy ketones and alpha-ketoamides is achieved at room temperature (25 degrees C) using 2.0 bar H-2 and a pincer-ligated Mn(I) catalyst that provides synthetically valuable alpha-hydroxy epoxides and alpha-hydroxy amides. This protocol applies to a wide range of alkyl- and aryl-substituted alpha,beta-epoxy ketones, including terpenes (alpha-ionone, nootkatone, and R-carvone)- and steroids (testosterone and progesterone)-derived epoxy ketones, and tolerates H-2 sensitive functionalities, such as halides, acetyl, nitrile, nitro, epoxide, alkenyl and alkynyl groups. Additionally, alpha-ketoamides bearing reducible functional groups, including acetyl and diazo benzene, were untouched under this protocol and selectively converted to alpha-hydroxy amides. A preliminary mechanistic study highlighted the metal-ligand cooperative H-2 activation process.</p>
},
	keywords = {alpha, beta-epoxy ketones, chemoselectivity, direct hydrogenation, manganese, Metal-ligand cooperation},
	issn = {1615-4150},
	doi = {10.1002/adsc.202400267},
	author = {Shabade, Anand B. and Singh, Rahul K. and Gonnade, Rajesh G. and Punji, Benudhar}
}
