On the migration of a carboxyl group in a Wagner-Meerwein rearrangement in superacid solution: proof by double labeling with carbon-13.

D Berner, DP Cox, H Dahn

Index: Berner,D.; Cox,D.P.; Dahn,H. Journal of the American Chemical Society, 1982 , vol. 104, p. 2631

Full Text: HTML

Citation Number: 18

Abstract

1, 2 Shifts of electron-withdrawing groups (COR, COOR,'COSR, CONR,, PO (OR),, etc.) toward electron-deficient centers have been observed in several carbenium ion rearrangements, including the pinacol,, glycidic ester, 3~ emipinacol,~ dienonephen01,~ and Wagner-Meerwein We have recently shown by double labeling with I3C that the P- hydroxy esters 1 (b, R= Me; c, R= Et) undergo Wagner-Meerwein

Related Articles:

1, 2??Shift of a Carboxyl Group in a Wagner??Meerwein Rearrangement

[Berner, Daniel; Cox, D. Philip; Dahn, Hans Helvetica Chimica Acta, 1982 , vol. 65, # 7 p. 2061 - 2070]

Ketene Acetals. XXXVII. Cyclopropanone Acetals from Ketene Acetals and Carbenes

[McElvain; Weyna Journal of the American Chemical Society, 1959 , vol. 81, p. 2579,2587]

Syntheses of 3, 3-disubstituted 2-arylacrylic acids

[Raap,R. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2143 - 2151]

Syntheses of 3, 3-disubstituted 2-arylacrylic acids

[Raap,R. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2143 - 2151]

Syntheses of 3, 3-disubstituted 2-arylacrylic acids

[Raap,R. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2143 - 2151]

More Articles...