Synthesis 2001; 2001(2): 0171-0196
DOI: 10.1055/s-2001-10803
review
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Recent Advances in Catalytic Enantioselective Michael Additions

Norbert Krause* , Anja Hoffmann-Röder
  • *Organic Chemistry II, Dortmund University, 44221 Dortmund, Germany; Fax +49(231)7553884; E-mail: nkrause§pop.uni-dortmund-de
Further Information

Publication History

Publication Date:
31 December 2001 (online)

This review summarizes the tremendous achievemento in the field of catalytic enantioselective Michael additions over the last few years. An impressive number of efficient catalytic systems has been established which are complementary to each other with respect to applicable Michael acceptors and donors. Copper phosphorus amidites, phosphites and phosphonates are the catalysts of choice for the highly enantioselective transfer of (functionalized or unfunctionalized) alkyl groups to cyclic and linear enones. For the corresponding arylations and alkenylations, however, Rhodium-BINAP catalysts are superior. Remarkably, efficient catalytic systems for Michael additions of malonates and other soft nucleophiles include copper(II) bisoxazolines and heterobimetal complexes. Very recently, even metal-free catalysts (e.g., alkaloids and peptides) are gaining importance for enantioselective Michael additions. Several applications of these catalysts in natural product syntheses document the high standard now reached in this field.