STEREOSPECIFICITY OF ALKYLATION OF PHOSPHITE ANION IN ELECTROCHEMICALVERSION OF THE MICHAELIS-BECKER REACTION

Authors
PETROSYAN VA NIFANTEV EE NIYAZYMBETOV ME MAGDEEVA RK MAGOMEDOVA NS BELSKY VK
Citation
Va. Petrosyan et al., STEREOSPECIFICITY OF ALKYLATION OF PHOSPHITE ANION IN ELECTROCHEMICALVERSION OF THE MICHAELIS-BECKER REACTION, Russian chemical bulletin, 45(2), 1996, pp. 427-429
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
45
Issue
2
Year of publication
1996
Pages
427 - 429
Database
ISI
SICI code
1066-5285(1996)45:2<427:SOAOPA>2.0.ZU;2-#
Abstract
Benzylation of cis-2-hydro-2-oxo-4-methyl-1,3,2-dioxaphorinane in the electrochemical version of the Michaelis-Becker reaction occurs stereo specifically with retention of the stereochemistry of the hydrophospho ryl center and affords stereochemically pure 2-benzyl-2-oxo-4-methyl-1 ,3,2-dioxaphosphorinane (yield 60-70 %). The structure of this compoun d was determined by X-ray diffraction analysis. The mechanism of the p rocess was discussed.