58203-68-2Relevant articles and documents
Enantio- and Regioselective Palladium(II)-Catalyzed Dioxygenation of (Aza-)Alkenols
Giofrè, Sabrina,Molteni, Letizia,Nava, Donatella,Lo Presti, Leonardo,Beccalli, Egle Maria
supporting information, p. 21723 - 21727 (2021/09/08)
An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza-)alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent-iodine compounds have been compared. I
Synthesis of Bicyclo[n.1.0]alkanes by a Cobalt-Catalyzed Multiple C(sp3)?H Activation Strategy
Zhang, Zhuo-Zhuo,Han, Ye-Qiang,Zhan, Bei-Bei,Wang, Sai,Shi, Bing-Feng
supporting information, p. 13145 - 13149 (2017/09/28)
A cobalt-catalyzed dual C(sp3)?H activation strategy has been developed and it provides a novel strategy for the synthesis of bicyclo[4.1.0]heptanes and bicyclo[3.1.0]hexanes. A key to the success of this reaction is the conformation-induced methylene C(sp3)?H activation of the resulting cobaltabicyclo[4.n.1] intermediate. In addition, the synthesis of bicyclo[3.1.0]hexane from pivalamide, by a triple C(sp3)?H activation, has also been demonstrated.
Towards Stapling of Helical Alleno-Acetylene Oligomers - Synthesis of an Enantiopure Bis(ethynylvinylidene)-Substituted Cyclohexadeca-1,3,9,11-tetrayne
Müller, I.-E. Sophie,Bernet, Bruno,Dengiz, Cagatay,Schweizer, W. Bernd,Diederich, Fran?ois
supporting information, p. 941 - 953 (2015/10/05)
We are interested in developing strategies to bridge ("staple") enantiomerically pure acyclic alleno-acetylenic oligomers to enhance their conformational preferences for helical secondary structures, which are postulated to be at the origin of their exceptional chiroptical properties. We found that ring-closing metathesis (RCM), which has been used for the stapling of peptide helices, failed with an acyclic alleno-acetylene dimer decorated with lateral olefinic side chains. Instead, enyne RCM to an enantiomerically pure dienyne occurred. We switched to the introduction of diacetylene-containing bridges and report here the 15-step synthesis of a moderately strained, enantiomerically pure cyclohexa-1,3,9,11-tetrayne with an oxidative acetylenic coupling in the key step. The chiroptical properties of the new compounds are discussed. To stabilize the secondary helical structures and enhance the chiroptical properties of alleno-acetylenic oligomers by covalent linkage, two cyclization methods of enantiopure dimers (ring-closing metathesis and Hay coupling) were investigated. Olefin metathesis failed owing to concurrent enyne metathesis. Hay coupling afforded an enantiopure 16-membered macrocycle in 15 steps.