289909-72-4Relevant articles and documents
Efficient preparation of chiral non-racemic sulfur compounds
Minville, Joannie,Girardin, Melina,Spino, Claude
, p. 603 - 618 (2008/02/12)
p-Menthane-3-carboxaldehyde serves as an efficient chiral auxiliary in the preparation of chiral non-racemic S-alkylthiocarbamates or 5-dithiocarbonates via the 3,3-sigmatropic rearrangement of the corresponding alkylthionocarbamates or xanthates. The tra
Stereocontrolled formation of amino acids and N-heterocycles bearing a quaternary chiral carbon
Roy, Stephanie,Spino, Claude
, p. 939 - 942 (2007/10/03)
Stereocontrolled formation of tertiary or quaternary chiral carbons bearing nitrogen was achieved using the [3,3]-sigmatropic rearrangement of cyanate to isocyanate as a key element. A short and highly selective sequence of reactions, starting from p-ment
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.