The cylindramides are marine natural products containing a tetramic acid lactam and an interesting bicyclo[3.3.0] ring system.1 Cylindramide 1 has shown strong cytotoxicity against cancer cell lines (IC50 of 0.8 mg/mL against B16 melanoma cells) while several other natural products with structures similar to that of cylindramide have interesting biological properties.2-5 Our synthetic studies o...

We describe an isomerization-alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)2Cl2(H2IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides in which the olefinic bond is tetrasubstituted. The isomerized amides undergo alternating ring...

Monobromination of 1,5-cyclooctadiene, followed by cyclopropanation with ethyl diazoacetate, led to the formation of endo and exo ethyl 4,5-dibromobicyclo[6.1.0]nonane-9-carboxylates 3a and 3b. Bis-dehydrobromination of 3a and 3b using 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) afforded the endo and exo ethyl bicyclo[6.1.0]nona-3,5-diene-9-carboxylates 4a and 4b. Reduction of these compounds to t...

Bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides undergo alternating ring-opening metathesis polymerization (AROMP) with cyclohexene. Herein, a general method for the preparation of bicyclo[4.2.0]oct-(8)-ene-8-carboxy derivatives is described. The central 8-cyano intermediate provides entry to five different functional group substituents on the alkene. These monomers were tested as potential substrate...

Over eight different families of natural products consisting of nearly 70 secondary metabolites that contain the bicyclo[2.2.2]diazaoctane ring system have been isolated from various Aspergillus, Penicillium, and Malbranchea species. Since 1968, these secondary metabolites have been the focus of numerous biogenetic, synthetic, taxonomic, and biological studies and, as such, have made a lasting ...

The bicyclo compounds possess a wide variety of activities so, in the present study we have develop a novel and simple method for the synthesis of such 3, 4-diphenyl-2, 5-diaza-bicyclo [4.3.1] decane derivatives. All the compounds synthesized were characterized by running TLC, IR, NMR and LCMS spectra. All the title compounds were screened for the determination of Cytotoxicity by MTT and SRB as...

The synthesis of C3-carbocyclic spirooxindoles was realized by way of an intramolecular [2 + 2] cycloaddition reaction between a vinylidene indolin-2-one and an alkyne. The cycloaddition reaction occurs selectively with the distal double bond of the allene, is tolerant of a phenyl and trimethylsilyl group on the terminus of the alkyne, and can be used to access bicyclo[4.2.0]octadienes and bicy...

ABSTRACT The Diels-Alder reaction between methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate and cyclopentadiene yields a mixture of carbodiene Diels-Alder adducts. B3LYP/6-31G(d) simulations indicate that the conversion of addends into methyl (1R*,2S*,3S*,4R*)-2-nitro-3-(4-nitrophenyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylate occurs via two-stage heterodiene Diels-Alder reaction and (in a second ...

In the title compound, C(35)H(36)N(2)O(5)·0.5C(4)H(10)O, the asymmetric unit contains one bicyclo-[3.3.1]nonane mol-ecule and a half-occupancy diethyl ether solvent with the O atom lying on a crystallographic inversion center. Two intra-molecular N-H⋯O hydrogen bonds generate S(6) ring motifs. The bicyclo-[3.3.1]nonane ring system adopts a chair-boat conformation. In the crystal structure, the ...

The title compound, [Co(C(10)H(21)N(2))Cl(3)], was obtained as the by-product of the attempted synthesis of a cobalt sulfate framework using 1,4-diaza-bicyclo-[2.2.2]octane as an organic template. The asymmetric unit comprises two distinct mol-ecules, and in each, the cobalt(II) ions are tetra-hedrally coordinated by three chloride anions and one 1-butyl-diaza-bicyclo-[2.2.2]octan-1-ium cation....