33531-22-5Relevant academic research and scientific papers
SimplePhos as efficient ligand for the copper-catalyzed kinetic resolution of cyclic vinyloxiranes with Grignard reagents
Millet, Renaud,Alexakis, Alexandre
scheme or table, p. 1797 - 1800 (2009/04/11)
Cyclic vinyloxiranes react with Grignard reagents under copper catalysis. Highly efficient kinetic resolution is achieved with the new SimplePhos family of chiral phosphorus ligands. Stereodivergence could be exploited to get either the SN2 or
FLUOROSULFONIC ACID INDUCED RING OPENING OF PINANONES: PINANE CHIRALITY IN SYNTHESIS
Coxon, James M.,Hydes, Graeme J.,Steel, Peter J.
, p. 5213 - 5218 (2007/10/02)
The acid-catalysed ring opening of a number of substituted nopinones to give 4-(2-propyl)cyclohex-2-enones is described.In an application of this reaction use has been made of pinane chirality in the synthesis of R-o-mentha-2,4-diene (13) by fluorosulfonic acid-catalysed rupture of cis-verbanone (8) to (4S,5R)- and (4R,5R)-5-methyl-4(2-propyl)cyclohex-2-enone (9 and 10) followed by reduction-elimination.
