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Asymmetric, Catalytic Phenyl Transfer to Imines: Highly Enantioselective Synthesis of Diarylmethylamines
Author(s) -
Hermanns Nina,
Dahmen Stefan,
Bolm Carsten,
Bräse Stefan
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021004)41:19<3692::aid-anie3692>3.0.co;2-n
Subject(s) - enantioselective synthesis , catalysis , chirality (physics) , reagent , chemistry , combinatorial chemistry , planar chirality , stereochemistry , organic chemistry , chiral symmetry , physics , quantum mechanics , nambu–jona lasinio model , quark
Both planar and central chirality are not necessary in [2.2]paracyclophane‐based N,O‐ligands to achieve high enantioselectivity: diarylmethylamines are obtained in excellent yields and enantioselectivities up to 97 % ee in the enantioselective transfer of a phenyl group from organozinc reagents to imines in the presence of catalytic amounts of ketimine L* (see scheme).