6533b7d5fe1ef96bd1263d55

RESEARCH PRODUCT

1,5,7-Triazabicyclo[4.4.0]dec-1- ene (TBD), 7-Methyl-TBD (MTBD) and the polymer-supported TBD (P-TBD):Three efficient catalysts for the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to unsaturated systems.

Francesco Paolo InvidiataDaniele SimoniRiccardo RondaninMassimo MoriniRiccardo Baruchello

subject

chemistry.chemical_compoundNitroaldol reactionNucleophileChemistryOrganic ChemistryDrug DiscoveryOrganic chemistryBiochemistryEne reactionPolymer supportedDerivative (chemistry)Catalysis

description

Abstract The 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and its 7-methyl derivative (MTBD) have been proven to be of great synthetic utility as catalysts in the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to a variety of carbonyl compounds. The catalysts were in many cases superior to the parent tetramethylguanidine (TMG). In general the reaction proceeds in a few minutes at 0°C. The polymer-supported-TBD (P-TBD) was also proven to be an efficient promoter of the above cited nucleophilic additions.

yearjournalcountryeditionlanguage
2000-03-01
10.1016/s0040-4039(99)02340-0http://hdl.handle.net/11392/1208177