Highly Enantioselective Catalytic Conjugate Addition and Tandem Conjugate Addition–Aldol Reactions of Organozinc Reagents | Zendy

Feringa Ben L. | Zendy; Pineschi Mauro | Zendy; Arnold Leggy A. | Zendy; Imbos Rosalinde | Zendy; de Vries André H. M. | Zendy

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Highly Enantioselective Catalytic Conjugate Addition and Tandem Conjugate Addition–Aldol Reactions of Organozinc Reagents

Author(s) -

Feringa Ben L.,

Pineschi Mauro,

Arnold Leggy A.,

Imbos Rosalinde,

de Vries André H. M.

Publication year - 1997

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199726201

Subject(s) - conjugate , enantioselective synthesis , phosphoramidite , trifluoromethanesulfonate , reagent , aldol reaction , chemistry , catalysis , combinatorial chemistry , zinc , addition reaction , ligand (biochemistry) , copper , organic chemistry , medicinal chemistry , mathematics , dna , mathematical analysis , biochemistry , receptor , oligonucleotide

Complete stereocontrol with the added advantage of functional‐group tolerance in copper‐catalyzed 1,4‐additions of organozinc reagents to enones has been achieved for the first time with the chiral phosphoramidite L * as ligand in the copper complex [Eq. (a), Tf = trifluoromethanesulfonate]. The zinc enolate intermediate of the reaction can be trapped with aldehydes.

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