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Diastereoselective Three‐Center Michael Addition of β‐Ketoesters to Prostereogenic α,β‐Unsaturated Carbonyl Compounds Catalyzed by K 2 CO 3 or Cs 2 CO 3
Author(s) -
Ouvrard Nicole,
Rodriguez Jean,
Santelli Maurice
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199216511
Subject(s) - cryptand , catalysis , center (category theory) , chemistry , quaternary carbon , medicinal chemistry , addition reaction , carbon fibers , stereochemistry , organic chemistry , enantioselective synthesis , crystallography , materials science , composite number , composite material , ion
The stereocontrolled construction of three contiguous quaternary and tertiary carbon atoms is possible by the title reaction [Eq. (a)]. The diastereoselectivity can be reversed by the addition of crown ethers or other cryptands. R 1 = Me, t Bu, Bz; R 2 = H, Me.