77387-33-8Relevant articles and documents
Stereoselective synthesis of (1R)- and (1R,2S)-1-aryl-2-alkylamino alcohols from (R)-cyanohydrins
Effenberger, Franz,Gutterer, Beate,Jaeger, Juergen
, p. 459 - 467 (2007/10/03)
Hydrogenation of (R)-cyanohydrins (R)-1 with LiAlH4 occurs without racemization to give the (R)-2-amino alcohols (R)-3. (1R,2S)-2-Amino alcohols (1R,2S)-4 are obtained with high diastereoselectivity by addition of methyl Grignard to O-silyl protected cyanohydrins (R)-2 and subsequent hydrogenation with NaBH4. The N-alkylated 2-amino alcohols (R)-8 and (1R,2S)-9 can be prepared either by reductive alkylation of the corresponding 2-amino alcohols (R)-3 and (1R,2S)-4, respectively, or by a transimination reaction of the Grignard addition products with primary amines and subsequent hydrogenation with NaBH4. The lower diastereoselectivity of hydrogenation in case of the N-alkylmino compounds in comparison to the N-unsubstituted imines is explained by a weaker chelating effect.
N-ALKYLOXAZABOROLIDINES DERIVED FROM EPHEDRINES
Tlahuext, Hugo,Contreras, Rosalinda
, p. 727 - 730 (2007/10/02)
The synthesis of oxazaborolidines from amides derived from ephedrine and pseudoephedrine by treatment with BH3-THF is reported.The reaction affords chiral oxazaborolidines with nitrogen atom substituents of different steric requirements enlarging the pote
Enantiomeric α-aminopropiophenones (cathinone): Preparation and investigation
Berrang,Lewin,Carroll
, p. 2643 - 2647 (2007/10/02)
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