289909-70-2Relevant academic research and scientific papers
p-menthane-3-carboxaldehyde: A useful chiral auxiliary for the synthesis of chiral quaternary carbons of high enantiomeric purity
Spino, Claude,Godbout, Cedrickx,Beaulieu, Christian,Harter, Magali,Mwene-Mbeja, Topwe M.,Boisvert, Luc
, p. 13312 - 13319 (2007/10/03)
(+)- or (-)-p-Menthane-S-carboxaldehyde is made in two easy steps from (+)- or (-)-menthone, respectively. This auxiliary allows for the synthesis of carbonyl compounds bearing a α-chiral quaternary carbon. The flexibility, efficiency, and ease of use of
A novel method to generate chiral quaternary carbon centers of high enantiomeric purity using a highly stereoselective addition of vinylalanes to a chiral aldehyde
Spino, Claude,Beaulieu, Christian
, p. 1930 - 1932 (2007/10/03)
The anti addition of cyanocuprates to chiral pivalates 2 derived from aldehyde 1 generates aldehydes 3 with a chiral quaternary carbon center. The generation of the alcohol precursors was achieved by a highly stereoselective addition of vinylalanes on the aldehyde auxiliary. Piv = pivaloyl = 2,2- dimethylpropyl.
