Asr. Anjaneyulu et al., THERMAL CLAISEN REARRANGEMENT OF THE ALLYL, PRENYL AND PROPARGYL ETHERS OF 6,8-DIACETYL-5-HYDROXY-2,2-DIMETHYLCHROMAN, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(12), 1995, pp. 1043-1046
The thermal Claisen rearrangement of the allyl ether of 5-hydroxy-6,8-
diacetyl-2,2-dimethylchroman furnishes a mixture df products which are
characterised as 6-acetyl-8-allyl-5-hydroxy-2,2-dimethylchroman (4; 1
0%), and its acetate (3; 20%) by their spectral studies. The correspon
ding prenyl and propargyl derivatives under similar conditions are, ho
wever, attended by deprenylation or depropargylation giving the phenol
ic chroman (1) with no traces of rearranged products.