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Complete Stereospecific Cyclopropanation of α , β ‐Unsaturated Amides Promoted by Sm/CH 2 I 2
Author(s) -
Concellón José M.,
RodríguezSolla Humberto,
Gómez Cecilia
Publication year - 2002
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(20020603)41:11<1917::aid-anie1917>3.0.co;2-1
Subject(s) - cyclopropanation , stereospecificity , samarium , chemistry , stereochemistry , medicinal chemistry , political science , catalysis , organic chemistry
Samarium learns another trick : Complete stereospecific cyclopropanation of α , β‐ unsaturated amides, in which the double bond is di‐, tri‐, or tetrasubstituted is promoted by Sm/CH 2 I 2 [Eq. (1)]. The reaction is high yielding and unaffected by the bulk of the substituents R 1 –R 4 .