Helvetica Chimica Acta p. 2458 - 2463 (1982)
Update date:2022-09-26
Topics:
Dahn, Hans
Dao, Le H.
Hunma, Rannoo
In alkaline medium C3H5-CO-C(OH)2-COOEt (1b) is transformed into C3H5-C(OH)2(COOH)2 (2a).Labelling experiments show that the cyclopropyl group is not shifted, but only ROOC and/or -O2C groups.GC./MS. and NMR analysis after incomplete reaction show that both ROOC- and -O2C-groups migrate; at higher pH (ca. 14) the ester group rearrangement seems to be more important than at pH ca. 9-10.
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