Premium
Enantiodivergent and γ‐Selective Asymmetric Allylic Amination
Author(s) -
Wang Jianmin,
Chen Jie,
Kee Choon Wee,
Tan ChoonHong
Publication year - 2012
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.201107317
Subject(s) - amination , enantiomer , allylic rearrangement , guanidine , product (mathematics) , chemistry , computer science , amine gas treating , enantioselective synthesis , combinatorial chemistry , organic chemistry , catalysis , mathematics , geometry
Double agent : The title reaction using the guanidine catalyst 1 can deliver both enantiomers of the product with excellent enantioselectivity by judicious choice of the double bond geometry of the the β,γ‐unsaturated carbonyl compound. Computational studies reveal the possible origin of the inversed enantioselectivity, and the potential for enantiodivergent synthesis chiral amine‐containing substrates is attractive.