Reaction mechanism for the stereoselective internucleotidic bond formation by the oxazaphospholidine approach.
This paper describes the reaction mechanisms for the stereoselective synthesis of deoxyribnucleoside 3'-cyclic phosphoramidites as well as dinucleoside phosphite derivatives by the oxazaphospholidine approach. All the key reactions in the present approach were analyzed on the basis of ab initio molecular orbital calculations for the model compounds at the HF/6-31G* level.
Wada
Takeshi
T
Department of Integrated Biosciences, Graduate School of Frontier Sciences, University of Tokyo, Bioscience Bldg 702, Kashiwa, Chiba 277-8562, Japan.
Oka
Natsuhisa
N
Saigo
Kazuhiko
K
D009711:Nucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D013237:Stereoisomerism
D009711:Nucleotides; D009943:Organophosphorus Compounds; D010080:Oxazoles