In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Catalytic Asymmetric Hydrogenation of Tetrasubstituted Unsaturated Lactams: An Efficient Approach to Enantioenriched 3,4-Disubstituted Piperidines, published in 2022-01-21, which mentions a compound: 36620-11-8, mainly applied to piperidinone preparation enantioselective diastereoselective; unsaturated lactam hydrogenation rhodium bisphosphine catalyst, Application In Synthesis of Bis(norbornadiene)rhodium (I) tetrafluoroborate.
An unprecedented Rh-catalyzed enantioselective and diastereoselective hydrogenation of easily accessed α,β-disubstituted unsaturated lactams I (R = Ph, Me, cyclohexyl, thiophen-2-yl, etc.; R1 = Me, ethyl; X = 4-methoxyphenyl, benzyl, methyl) to afford synthetically valuable chiral lactams II with 1,2-consecutive stereocenters was reported. The reaction could be performed on gram scale and the products could be concisely transformed to enantiomerically pure trans-3,4-disubstitituted piperidines [such as (+)-femoxetin, (-)-paroxetine] which are prevalent structural units existed in medicinal agents.
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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider