Synthesis and reactivity of a stable crystalline diastereomerically pure trifluoromethanesulfinic acid derivative:(S)-(−)-1-trifluoromethylsulfinyl-(R)-4-phenyloxazolidin-2- …
VD Romanenko, C Thoumazet, V Lavallo…
Index: Romanenko, Vadim D.; Thoumazet, Claire; Lavallo, Vincent; Tham, Fook S.; Bertrand, Guy Chemical Communications, 2003 , # 14 p. 1680 - 1681
Full Text: HTML
Citation Number: 0
Abstract
Efficient synthesis of the title compound, the first diastereomerically pure trifluoromethanesulfinic acid derivative (8), has been achieved by direct trifluoromethanesulfinylation of the lithiated (4R)-(−)-4-phenyloxazolidin-2-one; in contrast to the reaction between CF3S (O) Cl and (1R, 2S, 5R)-(−)-menthol which occurs with low stereoselectivity (< 10% de), 8 affords the O-menthyl trifluoromethanesulfinate derivative ...
Related Articles:
Some perfluoroalkylsulfinyl halides. New preparations of trifluoromethylsulfur trifluoride
[Ratcliffe,C.T.; Shreeve,J.M. Journal of the American Chemical Society, 1968 , vol. 90, p. 5403 - 5408]
Perfluoralkansulfinsäure??ester,??amide und??isocyanate
[Roesky,H.W.; Tutkunkardes,S. Chemische Berichte, 1974 , vol. 107, p. 508 - 517]