Steroidal antifeedants from the dorid nudibranch Aldisasanguineacooperi

Two steroids, 3-oxo-chol-4-ene-24-oic acid ($\text{2}$) andi ts unsaturated analog $\text{4}$ have been isolated from the dorid nudibranch $\text{Aldisa}$$\text{sanguinea}$$\text{cooperi}$, and the acid $\text{2}$ has been shown to have antifeedant properties.     

New highly oxidized fusicoccane diterpenoids from the liverwort plagiochilaacanthophylla subsp. japonica

Four novel fusicoccane diterpenoids, fusicoplagins A, B, C, and D, have been isolated from the liverwort $\text{Plagiochila}$$\text{acanthophylla}$ subsp. $\text{japonica}$ and the structures determined by spectroscopic methods, chemical transformations, and X-ray crystallographic analysis.     

Diastereoselective synthesis of N-acetyl-D,L-acosamine and N-benzoyl-D,L-ristosamine

N-Acyl derivatives of $\text{D}$,$\text{L}$-acosamine and $\text{D}$,$\text{L}$-ristosamine were synthesized with high stereo selectivity utilizing intramolecular Michael addition of γ- and δ-carbomoyloxy-α,β-unsaturated esters.     

Boat-chair conformational preference of exo, exo-9-oxobicyclo[3.3.1]nonane-2,4-dicarboxylic acid

The ¹H and ¹³C nmr spectra of $\text{exo}$, $\text{exo}$-9-oxobicyclo[3.3.1]nonane-2,4-dicarboxylic acid, 3, in DMSO-d₆ or alkaline D₂O, clearly show that it exists in a $\text{boat}$-$\text{chair}$-conformation with $\text{equatorial}$ carboxyl groups, thus being the first case of $\text{boat}$-$\text{chair}$ preference of a bicyclo[3.3.1] nonan-9-one due to the presence of $\text{exo}$,$\text{exo}$-2,4- substituents.     

Three fungitoxic cyclopentanoid sesquiterpenes from stromata of epichloetyphina

New fungitoxic sesquiterpenes, chokol A (1), B (2), and C (3), have been isolated from stromata of $\text{Epichloe}$$\text{typhina}$. Their structures and the relative configuration of 3 have been also elucidated from spectral data.     

[2+2] Cycloaddition of benzyne to cis,trans- and cis,cis-1,5-cyclooctadiene

The relative rates of formation of $\text{cis}$ and $\text{trans}$ [2+2]cycloadducts of benzyne to $\text{cis}$, $\text{trans}$- and $\text{cis}$, $\text{cis}$-1,5-cyclooctadiene, $\text{trans}$- and $\text{cis}$-cyclooctene are discussed and properties of the adducts (e.g., their unusual hydrogenation) are described.     

Structures of cytochalasin k,l and m,isolated from chalaramicrospora

The structures of cytochalasin K, L and M, isolated from the fungus $\text{Chalara}$$\text{microspora}$, have been determined by spectroscopic methods, primarily ¹H NMR and ¹³C NMR.     

Engleromycin,a new cytochalasan from Engleromycesgoetzei Hennings

The structure of engleromycin isolated from $\text{Engleromyces}$$\text{goetzei}$ Hennings has been established as $\text{1}$ by spectral techniques.     

Highly substituted chromanols from cultures of aspergillusduricaulis

The new compounds $\text{1}$ – $\text{4}$ and $\text{8}$ have been isolated from cultures of $\text{Aspergillus}$$\text{duricaulis}$     

Stereoselective synthesis of 1,8- and 1,5-diketo-trans-syn-trans-perhydroanthracenes

A stereOselective conversion of 1,8- and 1,5-diethoxy-9,10-anthraquinone to 1,8- and 1,5-diketo-$\text{trans}$-$\text{syn}$-$\text{trans}$-perhydroanthracenes by successive sodium borohydride, metal-ammonia, and catalytic reductions is described.     

Synthesis of N-benzoyl L- and D-2,3,6-trideoxy-3-aminoxylo-hexose from non-carbohydrate precursors

The enantiomeric alcohols ($\text{2}$) and ($\text{11}$), obtained from (2$\text{R}$,3$\text{R}$) tartaric acid and, respectively, $\text{L}$-threonine, have been used to construct the C₆, enantiomeric deoxy amino sugar derivatives ($\text{7}$) and ($\text{12}$)     

Biosynthesis of an isonitrile acid from trichodermahamatum

The amino acid tyrosine has been shown to be the specific precursor of the isonitrile acid $\text{1}$ produced by $\text{Trichoderma}$$\text{hamatum}$ (Bon.) Bain. aggr.     

The structure of pacifigorgiol,an ichthyotoxic sesquiterpenoid from the pacific gorgonian coral pacifigorgiacf.adamsii

An ichthyotoxic sesquiterpenoid of unusual structure, pacifigorgiol, has been isolated from the Pacific gorgonian caora $\text{Pacifigorgia}$$\text{adamsii}$. The structure of pacifigorgiol, with relative stereochemistry only, has been defined by a combination of spectral and x-ray crystallographic techniques.     

Z,Z-dienes via acetylene carbocupration: synthesis of navel orangeworm pheromone

A range of conjugated $\text{Z}$,$\text{Z}$-dienes have been prepared in a stereo-specific manner $\text{via}$ acetylene carbocupration: the value of this procedure has been illustrated by an extremely short synthesis of hexadeca-11$\text{Z}$, 13$\text{Z}$-dienal a principle component of Navel Orangeworm Pheromone.     

Stereoselective synthesis of (1R,3R,5S-1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane

(1$\text{R}$,3$\text{R}$,5$\text{S}$)-1,3-Dimethyl]-2,9-dioxabicyclo[3.3.1]nonane $\text{1}$ has been stereoselectively synthesized based on a highly stereoselective method for the synthesis of 1,3-$\text{syn}$-polyol.     

New tricarbocyclic cycropropanoid diterpenes from the brown alga dictyotadichotoma

The structures $\text{1}$, $\text{2}$, and $\text{3}$ have been proposed for three new diterpenes from $\text{Dictyota}$$\text{dichotoma}$ mainly on the basis of spectroscopic evidence.     

Pukeleimide C,a novel pyrrolic compound from the marine cyanophyte Lyngbyamajuscula

The crystal structure of pukeleimide C, a novel pyrrolic compound from a shallow-water variety of the marine blue-green alga $\text{Lyngbya}$$\text{majuscula}$, is reported.     

Synthesis of N-benzoyl-L-daunosamine from D-threonine

The synthesis of N-benzoyl-$\text{L}$-daunosamine (14) from the C₄$\text{threo}$ aldehyde (2b), prepared from $\text{D}$-threonine, through the intermediacy of the C₇ adduct (7a) is reported     

Two novel sesterterpene hydroxyquinols from the sponge microcionatoxistyla

The structures of two unique sesterpenes, toxislylide A and B, have been deduced by chemical, spectral, and x-ray crystallographic studies. They are components of the sponge $\text{Microciona}$$\text{toxistyla}$.     

Preparation of halo-F-methanes via potassium fluoride-halogen cleavage of halo-F-methylphosphonium salts

Treatment of halo-$\text{F}$-methylphosphonium salts with potassium fluoride and halogen (I₂, Br₂, ICl, IBr) gives modest yields of halo-$\text{F}$-methanes. This method of preparation augments the classical Hunsdiecker approach to these materials.