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SYNTHESIS, STRUCTURE, AND ANTIMALARIAL ACTIVITY OF SOME ENANTIOMERICALLY PURE, CIS-FUSED CYCLOPENTENO-1,2,4-TRIOXANES
Two pairs of enantiomerically pure cis-fused cyclopenteno-1,2,4-trioxanes (7, ent-7 and 8, ent-8) are prepared (Schemes 1-3). Their identities are established by dye-sensitized photo-oxygenation of…
Diastereoselectivity in the directed aldol condensation of 2-trimethylsiloxyfuran with aldehydes. A stereodivergent route to threo and erythro δ-hydroxy-γ-lactones
Abstract Threo and erythro -δ-hydroxy-α,β-unsaturated γ-lactones are obtained with useful diastereoselection by condensing 2-trimethylsiloxyfuran and aldehydes by varying the reaction reaction…
The synthesis of (±)-cavernosine
Abstract The title compound and its epimer were synthesized in three and two steps from dihydro-β-ionone and 2-trimethylsiloxyfuran in 38 and 63% overall yields respectively. Their relative…
Reaction of bicyclic endo peroxides with carbonyl compounds. A new approach to 1,2,4-trioxanes
Regioselective aldol condensations of boron and tin furanolates with aldehydes: an improved synthesis of 2-(1′-hydroxyalkyl)butenolides
Boron and tin(II) 2-furanolates generated in situ from 2-(5H)-furanone and α-angelica lactone undergo regioselective aldolization with aldehydes to furnish the corresponding…
A short, stereodivergent synthesis of the racemic erythro and threo diastereomers of 6-acetoxy-5-hexadecanolide, a mosquito oviposition attractant pheromone
Abstract A versatile 3-step synthesis of the title lactones has been accomplished by the stereocontrolled addition of n -decylmetallic reagents to acrolein dimer.
REACTION OF BICYCLIC ENDO PEROXIDES WITH CARBONYL COMPOUNDS. A NEW APPROACH TO 1,2,4-TRIOXANES
A Short, Stereodivergent Synthesis of the Racemic erythro and threo Diastereomers of 6-Acetoxy-5-hexadecanolide, a Mosquito Oviposition Attractant Pheromone.
Total synthesis of bromobeckerelide
Abstract The first synthesis of (±)-bromobeckerelide has been accomplished in five steps from 5-methylfurfural by exploiting the regiospecific aldolization of a dialkylboron 2-furanolate.
A New Approach to 1,2,4‐Trioxanes form Cyclic Allylic Hydroperoxides
Summary The reaction of 4,5-dimethyl-4-hydroperoxy-1(4H)-nephthalenone (9) with acetaldehyde, pivalaldehyde, benzaldehyde, and p-chlorobenzaldehyde in CH2Cl2 in the presence of Amberlyst-15 as…