66192-02-7Relevant articles and documents
Grob-Type Fragmentation Releases Paracyclophane Ring Strain in a Late-Stage Precursor of Haouamine A
Cao, Liming,Wang, Chenbo,Wipf, Peter
supporting information, p. 1538 - 1541 (2019/03/08)
A ketene [2 + 2]-addition, an intramolecular aldol reaction, a Suzuki-Miyaura coupling, and a chemoselective lactam reduction were used to prepare a late-stage precursor of haouamine A. Exposure to acid led to a Grob-type fragmentation of the strained 3-aza[7]paracyclophane ring, followed by a tandem Pictet-Spengler reaction of the intermediate iminium ion and conversion to a novel 1,4a-propanocyclopenta[b]pyridine. This cascade reaction might also be relevant for the mechanism of action of the natural product.
Construction of seven-and eight-membered carbocycles by Lewis acid catalyzed C(sp3)-H bond functionalization
Otawa, Yuna,Mori, Keiji
supporting information, p. 13856 - 13859 (2019/11/21)
We achieved a concise construction of seven-and eight-membered carbocycles via Lewis acid catalyzed C(sp3)-H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven-and eight-membered carbocycles with good chemical yields starting from substrates with high conformational freedom.
Synthesis and structure activity relationships of cis- and trans- 2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-c]pyridines for 5-HT receptor subtypes
Meyer,DeBernardis,Hancock
, p. 105 - 112 (2007/10/02)
A series of cis- and trans-fused hexahydroindeno[2,1-c]pyridines have been prepared and evaluated for affinity and selectivity at the 5-HT(1A) subtype of the serotonin receptor. Using molecular modeling studies we predicted that the 5-methoxy-trans-fused
