SYNTHESIS OF (R)-TERT-LEUCINOL BY CLASSICAL RESOLUTION OF THE RACEMIC-MIXTURE

Citation
K. Drauz et al., SYNTHESIS OF (R)-TERT-LEUCINOL BY CLASSICAL RESOLUTION OF THE RACEMIC-MIXTURE, Chemistry, 1(8), 1995, pp. 538-540
Citations number
30
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09476539
Volume
1
Issue
8
Year of publication
1995
Pages
538 - 540
Database
ISI
SICI code
0947-6539(1995)1:8<538:SO(BCR>2.0.ZU;2-L
Abstract
Optically active tert-leucinol is an important building block in asymm etric synthesis. However, the (R) enantiomer particularly has so far r emained 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 straightf orward 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 corresp onding (R)-4-tert-butyl-2-oxazolidinone.