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 Highly Regio- and Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids, published in 2020-04-17, which mentions a compound: 36620-11-8, mainly applied to unsaturated acid enantioselective synthesis hydrogenation Trifer catalyst complex; enantioselective hydrogenation conjugated dienoic acid Trifer catalyst complex, Electric Literature of C14H8BF4Rh.
Highly regio- and enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted γ,δ-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.
The article 《Highly Regio- and Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids》 also mentions many details about this compound(36620-11-8)Electric Literature of C14H8BF4Rh, you can pay attention to it, because details determine success or failure
Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider