130 research outputs found
Synthesis of Substituted 1-Thiocyanatobutadienes and their Application in a Diels-Alder /[3,3] Sigmatropic Rearrangement Tandem Reaction
Summary.: The retrosynthetic analysis of Ibogamine, a natural psychotropic alkaloid with exceptional anti-addictive properties found in both enantiomeric forms, requires an efficient access to a racemic cyclohexene. This cyclohexene can be obtained via the sequence Diels-Alder/[3,3] sigmatropic rearrangement reaction starting from substituted 1-thiocyanatobutadienes. An efficient synthesis of the enone, a stable precursor of 1-thiocyanatobutadienes, is reported. Enolisation of this enone was studied to find the optimal conditions to get the desired 1-thiocyanatobutadienes with good Z-selectivit
2,2′-[(2S*,6R*)-Piperidine-2,6-diyl]dipropan-2-ol
In the title compound, C11H23NO2, the piperidine ring has a chair conformation. The two hydroxy H atoms are disordered over two positions with fixed occupancy ratios of 0.57:0.43 and 0.63:0.37. In the molecule, there are two short N—H⋯O interactions. In the crystal, four symmetry-related molecules are linked by O—H⋯O hydrogen bonds to form a cage-like arrangement, centered about the point of intersection of three twofold axes. These cages stack along the [100] direction
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