Ambidenticity of a tridentate oxygen-nitrogen donor towards bivalent and trivalent transition metal ions

Summary N-salicylidene anthranilamide (H₂SAA) and its Cr^III, Mn^II, Fe^III, Co^II, Ni^II and Cu^II complexes were prepared and characterized by physicochemical and spectroscopic data. H₂SAA enolizes to give a dibasic ONO donor set in the divalent metal complexes. It also binds to the trivalent metal ions in a nonenolized form using a monobasic ONN donor set. Co^II is oxidized to Co^III during complexation. Octahedral geometries are proposed for Cr^III, Mn^II, Fe^III and Co^III complexes, while square planar geometries are suggested for the Ni^II and Cu^II complexes. Phenoxide bridging in the Cr^III and Fe^III complexes and enoxide bridging in the Ni^II and Cu^II complexes is proposed.     

Enantioselective total synthesis of bioactive natural product (+)-Sch 642305: a structurally novel inhibitor of bacterial DNA primase and HIV-1 Tat transactivation

The total synthesis of the bioactive natural product (+)-Sch 642305 has been achieved from a readily available chiral building block using an RCM protocol to construct the key decalactone moiety; our approach is notable for its built-in flexibility and is diversity oriented.     

Towards the total synthesis of tashironin related allo-cedrane natural products: further exploitation of the oxidative dearomatization-IMDA-RCM triad based strategy

Synthetic studies directed towards allo-cedrane based, tashironin sibling natural products, involving some deft functional group manipulations on a preformed tetracyclic scaffold, are delineated.     

A concise synthesis of Hagen’s gland lactones

A short synthesis of Hagen’s gland lactones 1 and 2 from commercially available pentanal and heptanal, respectively, is outlined. The approach relies on sequential ring closing metathesis and intramolecular oxy-Michael addition as the key transformations.     

A sequential RCM/fragmentation protocol towards chiral, stereodefined medium ring sesquiterpenoids. A carvone route to E- and Z-germacrenes

A short, flexible and enantioselective approach towards 10-membered germacratrienones, from the commercially available monoterpene chiron (−)-carvone, involving RCM and Grob-type fragmentation as the pivotal steps is delineated.     

Toward a total synthesis of the novel neurotrophic sesquiterpene merrilactone A: a RCM and [2+2]-photocycloaddition based approach to framework construction

A new strategy toward the total synthesis of the novel structural complex and biologically potent neurotrophic factor merrilactone A from 2,3-dimethyl-2-cyclopentene-1,4-dione is outlined. The approach involving RCM and [2+2]-photocycloaddition as the key steps, is notable for the orchestration of a series of regio- and stereoselective operations that lead to the core structural motif present in the sesquiterpenoid natural product.     

(4aR,8aS,9aR,10aS)‐8a,9a‐Difluoro‐1,4,4a,5,8,8a,9,9a,10,10a‐decahydroanthracene‐4a,10a‐diol hemihydrate

The title compound, C₁₄H₁₈F₂O₂·0.5H₂O, a hemihydrate of a C_s‐symmetric unsaturated difluorodiol, crystallizes in the centrosymmetric space group P2/m (Z = 4). The asymmetric unit contains two crystallographically independent difluorodiol half‐molecules, occupying the mirror planes at (x, 0, z) and (x, , z), and half a molecule of water, lying on the twofold axis at (0, y, 0). Four difluorodiol molecules self‐assemble around each solvent water molecule via O—H...O hydrogen bonds in a near tetrahedral symmetry to generate a cylindrical column‐like architecture.