125637-52-7Relevant academic research and scientific papers
Chiral synthons for 2-amino alcohols. Facile preparation of optically active amino hydroxy acids of biological interest
Ishibuchi, Seigo,Ishizuka, Tadao,Kunieda, Takehisa
, p. 1841 - 1852 (1993)
A promising method for the versatile synthesis of chiral 2-amino alcohols is provided by the enantioselective functionalization of the olefinic moiety of the simple heterocycle, 2-oxazolone, involving a stereodefined introduction of easily replaceable groups followed by stepwise substitution. Versatility of this method is shown in chiral synthesis of unusual hydroxy amino acids such as statine and hydroxyglutamic acid, which are the key components of bioactive peptides.
NEW CAMPHOR-DERIVED AUXILIARIES IN METHOXYSELENYLATION AND METHOXYBROMINATION WITH OPPOSITE DIASTEREOFACIAL SELECTIVITY. PREPARATION OF β-AMINO ALCOHOL CHIRAL SYNTHONS
Ishizuka, Tadao,Ishibuchi, Seigo,Kunieda, Takehisa
, p. 3449 - 3452 (2007/10/02)
Methoxyselenylation and methoxybromination of chiral 3-acyl-2-oxazolones with PhSeCl/MeOH and Br2/MeC(OMe)3 smoothly proceed to result in highly stereoselective formation of chiral synthons for β-amino alcohols, but with opposite ?-facial selectivity.
