Stereocontrolled (E,Z and erythro, threo) synthesis of ⊙-hydroxyallylic sulphides

All four isomers of substituted 3-alkylthio-4-hydroxybutenes have been synthesised: both the geometry of the double bond and the relative stereochemistry of the two chiral centres are controlled.     

The ipso-nitration of p-cresol

The nitration of $\text{p}$-cresol by nitric acid in aqueous sulphuric acid involves ~40% $\text{ipso}$-substitution at C^Me. The 4-methyl-4-nitrocyclohexa-2,5-dien-1-one (I) formed undergoes an acid-catalysed rearrangement to 4-methyl-2-nitrophenol.     

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.     

Stereospecific synthesis of Z- and E-1 alkoxy-1,3-butadienes

A stereospecific, highly efficient, generally applicable synthesis of $\text{Z}$- and $\text{E}$-1-alkoxy-1,3-butadienes involving dehydrative decarboxylations of 4,5-unsaturated-2-alkoxy-3-hydroxy-carboxylic acids is described.     

A stereocontrolled synthesis of Z and E terminal dienes from pinacol E-1-trimethylsilyl-1-propene-3-boronate

Pinacol $\text{E}$-1-trimethylsilyl-1-propene-3-boronate reacts with aldehydes to form (±)-($\text{R}$*,$\text{S}$*)-3-trimethylsilyl-4-hydroxy-1-alkenes, which can be deoxysilylated stereoselectively to either 98% $\text{Z}$ or 99% $\text{E}$ 1,3-dienes, including the separate components of the red bollworm moth pheromone.     

Total synthesis of dl-mexicanin I and dl-linifolin A

The helenanolides mexicanin I(1) and linifolin A(4) have been synthesized from hydroazulenol 5, thereby confirming the original structural assignments.     

Advanced sedex (sensitive detector of exothermic processes)

The instrument described is suitable for the investigation of the thermal behaviour of substances and reaction mixtures under production conformable conditions; this is made possible by the sophisticated design of the sample chamber: easy stirring of the samples, measuring under any gas atmosphere and while bubbling gas through the sample, choice of the sample container and visual observation during the measurement. The control device allows the choice of one of three operational modes: constant temperature, linear increase in temperature, and adiabatic control; this permits the application of the SEDEX apparatus for a variety of methods including dynamic scanning, isoperibolic measurements, and (quasi) adiabatic studies.     

The synthesis of erhthro- and threo-N-methyl 7-Hydroxy-1,2,9,10-tetramethoxyaporphine

The total synthesis of the title compounds is described.     

Methods for stereospecific synthesis of cis or trans hydrindanones

Methods are described for the stereospecific conversion of hydrindenone 3 either to the corresponding $\text{trans}$ fused or $\text{cis}$ fused hydrindanone (1 or 2, respectively.)     

Palladium catalysed synthesis of N and S heterocyclic esters

Palladium catalysed alkoxycarbonylation of heterocyclic halides affords a simple and versatile synthesis of both $\text{N}$ and $\text{S}$ heterocyclic esters where a range of catalysts have been studied and a method to employ inexpensive inorganic bases has been found.     

Stereoselective photosolvolyses of ipso-acetoxynitro-adducts of p-xylene

Diastereoisomers of 1,4-dimethyl-4-nitro-2,5-cyclohexadienyl acetate exchanged acetoxyls for alkoxyls on irradiation in alcohols to give the diastereoisomers of alkyl, 1,4-dimethyl-4-nitro-2,5-cyclohexadienyl ethers in isomer ratios of 70:30, whereas the irradiation in pentane yielded $\text{p}$-xylene.     

[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.