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L-(+)-Valinol reacts with aldehydes and nitriles to form imines and oxazolines, respectively, for asymmetric synthesis. It is also used for preparation of 4-isopropyloxazolidinones, employed in stereocontrolled aldol and alkylation reactions, synthesis of chiral 2-thiazolidinethiones for aldol reactions, asymmetric alkylation of condensation product with keto acids, asymmetric reactions of its amidines and imines and oxidation of N-protected derivative to the aldehyde.
Y. Turgut.; H. Hoşgoren. Synthesis of chiral monoaza-15-crown-5 ethers from l-valinol and the enantiomeric recognition of chiral amines and their perchlorates salts. Tetrahedron: Asymmetry: Asymmetry. 2003, 14 (23), 3815-3818.
Hongge Jia.; Masahiro Teraguchi.; Toshiki Aoki.; Yunosuke Abe.; Takashi Kaneko.; Shingo Hadano.; Takeshi Namikoshi.; Edy Marwanta. Two Modes of Asymmetric Polymerization of Phenylacetylene Having a l-Valinol Residue and Two Hydroxy Groups. Macromolecules. 2009, 42 (1), 17-19.
Chiral auxiliary and building block. See also (4S)-(-)-Isopropyl-2-oxazolidinone, A14029 for derived reagents.
Dichiarazioni di rischio (UE): H315-H319
Causes skin irritation. Causes serious eye irritation.
Dichiarazioni precauzionali: P260-P201-P280g-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.