Diarylprolinol as a Ligand for Enantioselective Alkynylation of Cyclic Imines | Zendy

De Munck Lode | Zendy; Monleón Alicia | Zendy; Vila Carlos | Zendy; Pedro José R. | Zendy

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Diarylprolinol as a Ligand for Enantioselective Alkynylation of Cyclic Imines

Author(s) -

De Munck Lode,

Monleón Alicia,

Vila Carlos,

Pedro José R.

Publication year - 2017

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201601379

Subject(s) - chemistry , enantioselective synthesis , alkynylation , dimethylzinc , ligand (biochemistry) , catalysis , trifluoromethyl , combinatorial chemistry , methanol , diethylzinc , organic chemistry , medicinal chemistry , receptor , biochemistry , alkyl

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 (Me 2 Zn) 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).

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