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Ring contraction of 4-oxo-1,3-dioxanes a new route to β-lactones

✍ Scribed by Roe C. Blume

Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
111 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis

Several methods ' are known for the preparation of 8-lactones but most require intermediates less readily accessible than the P-hydroxyacids. In No.17 distilling out the benzene -methanol azeotrope at 58". When the methanol removal appeared complete, distillation gave 87% yield of 2-methoxy-5,5-dimethyl-4-oxo-1,3dioxane (I) at 60-62O/O.4 mm nD 25 1.4340. The nmr spectrum of I was particularly definitive. It showed signals at 5.956 (s), 3.826 (4, JAB = 12.5 He), 3.156 (s) and 1.306 (s) in the ratio 1~2~3~6. Infrared absorption at 5.73~ (C=O) and a distinctive set of 11 bands in the 7.8-14~ region were noted. Anal. Calcd. for

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