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Enantiodivergent Combination of Natural Product Scaffolds Enabled by Catalytic Enantioselective Cycloaddition
Author(s) -
Xu Hao,
Golz Christopher,
Strohmann Carsten,
Antonchick Andrey P.,
Waldmann Herbert
Publication year - 2016
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.201602084
Subject(s) - enantioselective synthesis , enantiopure drug , pyrrolidine , kinetic resolution , cycloaddition , natural product , yield (engineering) , chemistry , catalysis , tropane , stereochemistry , organic chemistry , combinatorial chemistry , materials science , metallurgy
An efficient strategy has been established for the enantiodivergent synthesis of natural product inspired compounds embodying both tropane and pyrrolidine natural product fragments. This strategy includes the enantioselective kinetic resolution of racemic tropanes by means of a copper(I)‐catalyzed [3+2] cycloaddition and allows the preparation of two enantiopure products in a one‐pot reaction in high yield and with high diastereo‐ and enantioselectivity by using one chiral catalyst.