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Domino Michael Aldol and Domino Michael Mannich Reactions: Highly Stereoselective Synthesis of Functionalized Cyclohexanes
Author(s) -
Schneider Christoph,
Reese Oliver
Publication year - 2000
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 - 10.1002/1521-3773(20000818)39:16<2948::aid-anie2948>3.0.co;2-p
Subject(s) - cyclohexanes , enantiopure drug , aldol reaction , domino , stereoselectivity , chemistry , pistia , stereochemistry , combinatorial chemistry , organic chemistry , enantioselective synthesis , catalysis , ecology , aquatic plant , macrophyte , biology
Enantiopure and highly functionalized cyclohexanes may be accessed in a single step and with high stereocontrol from the 7‐oxo‐2‐enimides 1 with use of the title reactions (see scheme). The bifunctional substrates 1 are available by a thermal [3.3]‐sigmatropic rearrangement of aldol products. X c =chiral auxiliary; M=Cu, Al.