142618-93-7Relevant articles and documents
A stereodivergent approach to amino acids, amino alcohols, or oxazolidinones of high enantiomeric purity
Spino, Claude,Tremblay, Marie-Claude,Gobdout, Cedrickx
, p. 2801 - 2804 (2007/10/03)
(-)-Menthone, an inexpensive chiral auxiliary, was used to prepare both enantiomers of α-amino acids, amino alcohols, or oxazolidinones. The sequence includes the SN2′ displacement by a cuprate reagent and a Curtius rearrangement as key steps.
Preparation of chiral oxazolidin-2-ones and vicinal amino alcohols
Takacs,Jaber,Vellekoop
, p. 2742 - 2748 (2007/10/03)
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Synthesis of (R)-tert-Leucinol by Classical Resolution of the Racemic Mixture
Drauz, Karlheinz,Jahn, Wilfried,Schwarm, Michael
, p. 538 - 540 (2007/10/03)
Optically active tert-leucinol is an important building block in asymmetric synthesis.However, the (R) enantiomer particularly has so far remained difficult to obtain, mainly because of the laborious synthesis of the precursor amino acid, (R)-tert-leucine.Here we present a new, classical resolution of racemic tert-leucinol, which allows straightforward preparation of each, but especially the (R) enantiomer, in good yields and high optical purities.The feasibility of the synthesis of useful derivatives is demonstrated by transformation into the corresponding (R)-4-tert-butyl-2-oxazolidinone. - Keywords: amino alcohols; asymmetric syntheses; chiral auxiliaries; enantiomeric resolution