STEREOSELECTIVE PUDOVIK REACTION OF 5,6-B ETHYL)-2-OXO-1,3,2-LAMBDA(4)-DIAZAPHOSPHORIN-4-ONE WITH A 3-THIAZOLINE AND MPL-CHROMATOGRAPHIC ISOLATION OF THE MAJOR DIASTEREOMER
H. Groger et al., STEREOSELECTIVE PUDOVIK REACTION OF 5,6-B ETHYL)-2-OXO-1,3,2-LAMBDA(4)-DIAZAPHOSPHORIN-4-ONE WITH A 3-THIAZOLINE AND MPL-CHROMATOGRAPHIC ISOLATION OF THE MAJOR DIASTEREOMER, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 51(9), 1996, pp. 1305-1312
The modified Pudovik reaction of 6-benzo-2H-1-methyl-3-(2'-chloroethyl
)-2-oxo-1,3,2 lambda(4)-diazaphosphorin-4-one with a 3-thiazoline furn
ishing the corresponding 2'-chloroethyl)-2-oxo-2-(3-thiazolidin-4-yl)-
1,3,2 lambda(4)-diazaphosphorin-4-one 4 and the medium pressure liquid
column chromatographical (MPLC) isolation of the major diastereomer i
s described. The relative stereochemistry at the centres P1 and C1 was
determined by X-ray structure determination of three racemic modifica
tions (a total of seven independent molecules).