171561-72-1Relevant academic research and scientific papers
Asymmetric synthesis of α-amino phosphonic acids by diastereoselective addition of trimethyl phosphite onto chiral oxazolidines
Maury, Catherine,Gharbaoui, Tawfik,Royer, Jacques,Husson, Henri-Philippe
, p. 3687 - 3693 (2007/10/03)
A simple and general asymmetric synthesis of α-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-α-substituted amino phosphonic acids in good overall yields and high ee (77→97%) after simple deprotection.
STEREOSELECTIVE SYNTHESIS OF OPTICALLY ACTIVE DIETHANOLOAMINES UTILIZING DIASTEREOSELECTIVE REACTION OF 1,3-OXAZOLIDINES WITH GRIGNARD REAGENTS
Higashiyama, Kimio,Nakagawa, Katuyuki,Takahashi, Hiroshi
, p. 2007 - 2018 (2007/10/03)
The highly diastereoselective addition of isopropoxydimethylsilylmethylmagnesium chloride to N-benzyl-1,3-oxazolidines derived from (R)-phenylglycinol, followed by oxidation of adducts with hydrogen peroxide in the presence of potassium fluoride, provided the 1-substituted (1R, 1'R)-N-benzyl-1'-phenyl-2,2'-dihydroxydiethylamines (1a-d).
