93147-78-5Relevant academic research and scientific papers
Stereospecific cyclopropanation of highly substituted C-C double bonds promoted by CrCl2. Stereoselective synthesis of cyclopropanecarboxamides and cyclopropyl ketones
Concellon, Jose M.,Rodriguez-Solla, Humberto,Mejica, Carmen,Blanco, Elena G.
, p. 2981 - 2984 (2008/02/09)
We describe herein a CrCl2-promoted cyclopropanation of α,β-unsaturated amides. This reaction can be carried out on (E)- or (2)-α,β-enamides in which the C-C double bond is di-, tri-, or tetrasubstituted. In all cases the process is completely stereospecific and only a single diastereoisomer is obtained. In addition, cyclopropyl ketones were readily prepared by reaction of the cyclopropanecarboxamides (derived from morpholine) obtained with a range of organolithium compounds. A mechanism has been proposed to explain the cyclopropanation reaction.
ENHANCEMENT OF STEREOSELECTIVITY IN CATALYTIC CYCLOPROPANATION REACTIONS
Doyle, Michael P.,Loh, Kuo-Liang,DeVries, Keith M.,Chinn, Mitchell S.
, p. 833 - 836 (2007/10/02)
Significat enhancement of trans(anti) stereoselectivity is achieved in rhodium(II) acetamide catalyzed cyclopropanation reactions of 2,3,4-trimethyl-3-pentyl diazoacetate (ODA) and diazoacetamides.
