Reaction of 1,6-dioxaspiro[2.5]octane with nucleophiles

Abstract

The reaction of nucleophilic reagents with epoxides of the pyran series is a convenient method for the stereoselective synthesis of various functional derivatives of this class [1, 2], which are of interest as potential biologically active compounds. We have therefore investigated the reactions of 1,6-dioxaspiro[2.5]octane. (13 with a sgries of nucleophiles, viz. methanol, phenols, thiols, thiocyanic and 2,4-dichlorophenylacetic acids, sodium sulfite, and thiourea. Compound (I) was obtained by the oxidation of 4-methylenetetrahydropyran [1], a byproduct in the manufacture of isoprene by the dioxan method. MeOH RISH H202 _ : H + NaOI-I~--

Reducing the cytotoxicity while improving the anti-cancer activity of silver nanoparticles through α-tocopherol succinate modification

“…The peak at 1109 cm À1 is assigned to CH 2 -O-CH 2 of cyclic ether, 32,33 and it becomes wider and larger in the a-TOS modied Ag NP spectrum than in the a-TOS spectrum, which may imply that a-TOS interacted with Ag NPs through cyclic ether. In the a-TOS spectrum, the peaks at 1753 and 1714 cm À1 are due to the stretching vibrations of the carbonyl groups of the ester and carboxylic acid, respectively, 31 and the peaks around the region of 1450-1360 cm À1 are due to the C-H bending vibrations of the -CH 2 and -CH 3 groups; 25 they can also be slightly observed in the a-TOS modied Ag NP spectrum.…”

“…In the a-TOS spectrum, the peaks at 1753 and 1714 cm À1 are due to the stretching vibrations of the carbonyl groups of the ester and carboxylic acid, respectively, 31 and the peaks around the region of 1450-1360 cm À1 are due to the C-H bending vibrations of the -CH 2 and -CH 3 groups; 25 they can also be slightly observed in the a-TOS modied Ag NP spectrum. The peak at 1109 cm À1 is assigned to CH 2 -O-CH 2 of cyclic ether, 32,33 and it becomes wider and larger in the a-TOS modied Ag NP spectrum than in the a-TOS spectrum, which may imply that a-TOS interacted with Ag NPs through cyclic ether.…”