Use of bis-(chiral α-methylbenzyl)glycine esters for synthesis of enantiopure β-hydroxyamino esters
(Matrix presented) Aldol reactions using bis-(chiral α -methylbenzyl)glycine esters with aldehydes gave excellent diastereoselectivity. Thus, an enantiopure ribosylglycine was prepared for the synthesis of analogues of the natural antibiotics muraymycin.
Yamashita, Ayako,Norton, Emily B.,Williamson, R. Thomas,Ho, Douglas M.,Sinishtaj, Sandra,Mansour, Tarek S.
Highly diastereoselective reduction of β-ketophosphonates bearing homochiral bis(α-methylbenzyl)amine: Preparation of both enantiomers of phosphogabob (GABOBP)
The reduction of dimethyl 3-N,N-di(α-methylbenzyl)amino-2- ketophosphonates 9 with catecholborane at -78°C in presence of LiClO 4, gave γ-amino-β-hydroxyphosphonates 10 and 11 in good yield and with excellent diastereoselectivity. This procedur