ETUDE D'UN MODELE D'INDUCTION ASYMETRIQUE: LES OXAZOLIDINES α,β-INSATUREES ISSUES DE L'EPHEDRINE
Various oxazolidines were prepared from ephedrine.It was shown that their formation is not general, the reaction is not always stereoselective and can lead to isomerization of the double bond of α,β-unsaturated aldehydes.Some of these oxazolidines were used in stereoselective preparation of β-alkyl aldehydes.
Mangeney, P.,Alexakis, A.,Normant, J.F.
p. 1803 - 1808
(2007/10/02)
ADDITION DIASTEREOSELECTIVE SUR UNE DOUBLE LIAISON EN α D'UNE OXAZOLIDINE CHIRALE
Methyl copper reacts with the 2(-)R oxazolidine (93percent optically pure) obtained from cinnamaldehyde and 1-ephedrine and leads to S(+)3-phenyl butanal with an enentiomeric excess of 35percent.
Huche, M.,Aubouet, J.,Pourcelot, G.,Berlan, J.
p. 585 - 586
(2007/10/02)
Synthese asymetrique d'aldehydes a partir d'oxazolidines chirales α,β-insaturees et d'organocuprates
Oxazolidines derived from α,β-ethylenic aldehydes and (+) or (-) ephedrines react with organocuprates to yield optically active aldehydes.
Mangeney, P.,Alexakis, A.,Normant, J. F.
p. 373 - 374
(2007/10/02)
SYNTHESES ASYMETRIQUES A L'AIDE D'OXAZOLIDINES CHIRALES DERIVEES DE L'EPHEDRINE. PREPARATION DE FORMYL CYCLOPROPANES CHIRAUX.
Chiral oxazolidines 2 are very simple and highly efficient inducing groups for asymmetric synthesis during cycloaddition reactions.Chiral formyl cyclopropanes are easily obtained in high enantiomeric excess (>= 90 percent).
Abdallah, Hassan,Gree, Rene,Carrie, Robert
p. 503 - 506
(2007/10/02)
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