289909-49-5Relevant articles and documents
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
Increased Felkin-Anh Selectivity Using AlMe3 in the Addition of Vinyllithiums to α-Chiral Aldehydes: Do "Ate" Complexes Play Any Role?
Spino, Claude,Granger, Marie-Claude,Tremblay, Marie-Claude
, p. 4735 - 4737 (2007/10/03)
(Matrix Presented) AlMe3 dramatically increases the diastereoselectivity of addition of vinyllithiums to α-chiral aldehydes but decreases that of methyllithium. Our results are explained in terms of an addition of the free vinyllithium on the M