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β‐Disubstituted Allylic Chlorides: Substrates for the Cu‐Catalyzed Asymmetric S N 2′ Reaction
Author(s) -
Falciola Caroline A.,
TissotCroset Karine,
Alexakis Alexandre
Publication year - 2006
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/anie.200601855
Subject(s) - allylic rearrangement , phosphoramidite , catalysis , chemistry , ligand (biochemistry) , substitution reaction , medicinal chemistry , substitution (logic) , combinatorial chemistry , organic chemistry , computer science , receptor , dna , biochemistry , oligonucleotide , programming language
Scope broadened : A previously developed asymmetric Cu‐catalyzed allylic substitution can be applied to more substituted allylic patterns. Two classes of β‐disubstituted substrates, cinnamyl derivatives and aliphatic endocyclic allylic chlorides, afford excellent regio‐ and enantioselectivities (see schemes; L*=phosphoramidite ligand).