Aldo Spinella

SOLVENT FREE REACTION UNDER MICROWAVE IRRADIATION : A NEW PROCEDURE FOR EU+3 : CATALYZED MICHAEL ADDITION OF 1,3-DICARBONYL COMPOUNDS

Cue5f8C bond formation via Michael addition is achieved in high yields and short times by employing catalytic amounts of EuCl3 in dry media under microwave irradiation.

Cs2CO3 Promoted coupling reactions for the preparation of skipped diynes

An improved methodology for the preparation of copper(I) alkynides has been developed using cesium carbonate as base. In the presence of cesium carbonate and CuI various 1-alkynes were converted smoothly to the corresponding copper alkynides which in situ reacted with propargylic halides in order to synthesize skipped diynes.

SYNTHESIS OF (17R)-17-METHYLINCISTEROL, A HIGHLY DEGRADED MARINE STEROID

Abstract The synthesis of (17 R )-17-methylincisterol, a highly degraded marine steroid, has been achieved starting from vitamin D 2 in 8 steps and in 13% overall yield. Its O-demethyl analog, which is an intermediate in the synthetic sequence, is possibly the true naturally occurring molecule.

K10 montmorillonite catalysis. C-C Bond formation by catalyzed conjugate addition and alkoxyalkylation of 1,3-dicarbonyl compounds

The intrinsic catalytic properties of K10 and KSF montmorillonites allow the achievement of more environmentally acceptable procedures for C–C bond formation: Michael addition and α-alkoxyalkylation of 1,3-dicarbonyl compounds are performed by a convenient and cheap procedure based on the employment of montmorillonites as heterogeneous, reusable catalysts.

Synthesis of antifungal N-isoprenyl-indole alkaloids from the fungus Aporpium caryae ☆

Abstract The synthesis of two antifungal alkaloids 1 and 2 is described. It involves the N -isoprenyl-indole brominated key-intermediate 3 prepared by introduction of the isoprenyl group on the indole core itself.

Improving methodology for the preparation of uracil derivatives from Fischer carbene complexes. Microwave activation

The effect of the microwave irradiation on the reaction of alkynyl alkoxy carbene complexes with ureas is studied. The results show that the use of microwave activation could represent an alternative to the reaction in conventional conditions for the metal carbene complex chemistry. In particular, is noteworthy that the use of large amounts of solvents could be drastically reduced or even avoided and, in any case, reaction times were dramatically shortened.

Biosynthesis of calditol, the cyclopentanoid containing moiety of the membrane lipids of the archaeon Sulfolobus solfataricus

Abstract Calditol, the cyclopentane containing moiety of the membrane lipids of the archaeon Sulfolobus solfataricus , could be biosynthesized from d -glucose, via an ‘inositol like’ pathway.

Stereochemistry and total synthesis of janolusimide, a tripeptide marine toxin

Abstract The stereochemistry of janolusimide, a lipophilic tripeptide marine toxin, has been fully elucidated by stereoselective synthesis of the lactam component (5S)-3,3′-dimethyl-5-isopropylpyrrolidin-2,4-dione. The peptide was then synthesized in 13 steps and in 0.8% total yield.

Synthesis of alkylphenols and alkylcatechols from the marine mollusc Haminoea callidegenita

Abstract Alkylphenols 1 – 5 , potential alarm pheromones of the marine mollusc Haminoea callidegenita , have been synthesized using a convergent approach centred on a Stille coupling reaction.

First total synthesis of natural aplyolides B and D, ichthyotoxic macrolides isolated from the skin of the marine mollusk Aplysia depilans☆

A convergent pathway is described for the synthesis of the marine macrolides aplyolides B (2) and D (3). Stereoselective preparation of a key fragment was achieved by Sharpless asymmetric dihydroxylation of eneyne 10.