6533b857fe1ef96bd12b4731

RESEARCH PRODUCT

Diarylprolinol as a Ligand for Enantioselective Alkynylation of Cyclic Imines

José R. PedroAlicia MonleonCarlos VilaLode De Munck

subject

Trifluoromethyl010405 organic chemistryLigandDimethylzincEnantioselective synthesisGeneral Chemistry010402 general chemistry01 natural sciencesCombinatorial chemistry0104 chemical sciencesProlinolCatalysischemistry.chemical_compoundchemistryAlkynylationCatàlisiAlcoholsOrganic chemistryMethanolQuímica orgànica

description

An easily accessible prolinol derived ligand, (S)-bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol, has been efficiently applied in the catalytic enantioselective addition of terminal alkynes to cyclic imines using dimethylzinc (Me2Zn) under mild reaction conditions. The developed catalytic system led to chiral propargylic sulfamidates with high yields (up to 97%) and excellent enantioselectivities (up to 97% ee).

yearjournalcountryeditionlanguage
2017-02-07
10.1002/adsc.201601379https://hdl.handle.net/10550/73691