102061-02-9Relevant articles and documents
Synthesis and utilisation of chiral 3-hydroxy perhydropyrrolo [2,1-c] [1,4] oxazin-4-one as a novel precursor for the enantioselective synthesis of α-hydroxy carboxylic acids
Pandey, Ganesh,Das, Parthasarathi,Reddy, Paidi Y.
, p. 7153 - 7154 (1998)
A novel strategy for the enantioselective synthesis of several α- hydroxy carboxylic acids by the nucleophilic alkylation of chiral 3-hydroxy- (3S, 8aS)-perhydropyrrolo [2,1-C] [1,4] oxazin -4 one is reported.
Photoinduced electron transfer (PET) promoted oxidative activation of 1- (N-benzyl-N-methylglycyl)-(S)-prolinol: Development of novel strategies towards enantioselective syntheses of α-amino acids, their N-methyl derivatives and α-hydroxy acids employing
Pandey, Ganash,Das, Parthasarathi,Reddy, P. Yella
, p. 657 - 664 (2007/10/03)
PET activation of 1-(N-benzyl-N-methylglycyl)-(S)-prolinol (1) in dry acetonitrile, utilizing 1,4-dicyanonaphthalene (DCN) as a light-harvesting electron-acceptor and methyl viologen (MV++) as an electron-transfer mediator, leads to the formati
Asymmetric reactions of α-ketoacid-derived hemiacetals: Stereoselective synthesis of α-hydroxy acids
Pansare, Sunil V.,Ravi, R. Gnana
, p. 14549 - 14564 (2007/10/03)
N-Acylation of prolinol with α-ketoacid chlorides results in concomitant hemiacetalization of the α-keto amide by the prolinol hydroxyl group. (R) or (S) α-hydroxy acids are obtained with good enantiomeric excess by stereodivergent reduction of these hemiacetals. Reaction with Grignard reagents at ambient temperature furnishes (R) α-alkyl mandelic acids with good stereoselectivity.