A Flexible, Stereoselective Approach to the Decoratedcis‐Hydrindane Skeleton: Synthesis of the Proposed Structure of Faurinone

Sulfonated Calix[6]arene Host–Guest Complexes Induce Surfactant Self‐Assembly

“…Dialdehyde cyclization substrate 2 was prepared according to the route outlined in Scheme . Addition of the organocopper reagent, derived from the Grignard reagent 5 ,11 to enone 4 12 proceeded with moderate diastereoselectivity to give vinyl triflate 6 in 85 % yield after trapping of the intermediate enolate with Comins’ reagent 13. Palladium‐catalyzed methoxycarbonylation then gave α,β‐unsaturated ester 7 in 88 % yield.…”

Permuting Diels–Alder and Robinson annulation stereopatterns

“…With compound 51 in hand, we examined the possibility of a modified Heck-carbonylation. 42 Happily, this subgoal was accomplished relatively smoothly (75% yield) under the conditions shown. The intermediate acid was converted to its methyl ester 52 .…”

Structure determination from X-ray powder diffraction, DFT calculation, and Hirshfeld surface analysis of two fused bicyclic and tricyclic compounds

“…Representative examples include terpenoids, steroids, dictyoxetane, faurinone, pathylactone, and canangone, which contain a hydrindane (6, 5 carbocyclic system) or oxaspirodecane (6, 5 carbooxacyclic system) skeleton as part of a fused polycyclic compound. Synthesis and characterization of fused 6, 5 cyclic systems have attracted considerable attention because of their intriguing molecular architecture along with a range of biological activities (Hog et al ., 2014; Defaut et al ., 2012; Findley et al ., 2008). The relative configuration of several natural products and their synthetic analogues was established by extensive nuclear magnetic resonance (NMR) studies and single crystal X-ray structure analysis (Ebner and Carreira, 2015; Wagner and Kratky, 2015; Seco et al ., 2004).…”