0000000000246798

AUTHOR

Matti J. P. Vaismaa

showing 2 related works from this author

ChemInform Abstract: N1-Functionalized Indole-Phosphane Oxazoline (IndPHOX) Ligands in Asymmetric Allylic Substitution Reactions.

2012

N-Functionalized IndPHOX ligands bearing various groups have been synthesized and the effects of the N1-substituent on the reaction rate, yield, and asymmetric induction in a palladium-catalyzed allylic substitution reaction are reported. The presence of an oxygen atom in the ligands, namely an N-MOM or N-THP group, led to enhancement of the enantioselectivity in the allylic amination reaction. In addition, a ligand with a chiral oxazoline ring at C-1 and a phosphane substituent at C-2 provided high enantioselectivity in good yield in an asymmetric allylic alkylation reaction.

Substitution reactionAllylic rearrangementStereochemistryLigandorganic chemicalsSubstituentfood and beveragesGeneral MedicineOxazolineAsymmetric inductionchemistry.chemical_compoundTsuji–Trost reactionchemistryAminationChemInform
researchProduct

N1-Functionalized Indole-Phosphane Oxazoline (IndPHOX) Ligands in Asymmetric Allylic Substitution Reactions

2012

N-Functionalized IndPHOX ligands bearing various groups have been synthesized and the effects of the N1-substituent on the reaction rate, yield, and asymmetric induction in a palladium-catalyzed allylic substitution reaction are reported. The presence of an oxygen atom in the ligands, namely an N-MOM or N-THP group, led to enhancement of the enantioselectivity in the allylic amination reaction. In addition, a ligand with a chiral oxazoline ring at C-1 and a phosphane substituent at C-2 provided high enantioselectivity in good yield in an asymmetric allylic alkylation reaction.

Substitution reactionAllylic rearrangementChemistryorganic chemicalsOrganic ChemistrySubstituentfood and beveragesOxazolineAlkylationAsymmetric inductionMedicinal chemistrychemistry.chemical_compoundTsuji–Trost reactionPhysical and Theoretical Chemistryta116AminationEuropean Journal of Organic Chemistry
researchProduct