34126-58-4Relevant academic research and scientific papers
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.
