904296-09-9Relevant articles and documents
Highly diastereoselective α-hydroxylation of fox chiral auxiliary-based amide enolates with molecular oxygen
Lubin, Hodney,Tessier, Arnaud,Chaume, Gregory,Pytkowicz, Julien,Brigaud, Thierry B.
scheme or table, p. 1496 - 1499 (2010/07/03)
"Figure Presented" Using a trifluoromethylated oxazolidine (Fox) chiral auxiliary, the hydroxylation reaction of enolates was very efficiently performed under smooth and friendly conditions with molecular oxygen as oxidizer. This reaction occurred with an extremely high diastereoselectivlty. After cleavage, the chlral auxiliary Is efficiently recovered and highly valuable enantlopure oxygenated carboxylic acids and alcohols are released.
Chiral 4-phenyl-2-trifluoromethyloxazolidine: A high-performance chiral auxiliary for the alkylation of amides
Tessier, Arnaud,Pytkowicz, Julien,Brigaud, Thierry
, p. 3677 - 3681 (2008/03/12)
(Chemical Equation Presented) A bit on the side: Extremely high diastereoselectivities (> 99% de) were attained in the α-alkylation and -allylation of amides by using a trifluoromethylated (sphere) oxazolidine as a chiral auxiliary. Reductive cleavage of the amide bond led to the recovery of this fluorinated chiral auxiliary in high yield.