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Synthesis and acetolysis of 6-oxabicyclo[3.2.1]octane-1-methyl p-bromobenzenesulfonate

✍ Scribed by Grubbs, Edward J.; Froehlich, Robert A.; Lathrop, Harold


Book ID
127166764
Publisher
American Chemical Society
Year
1971
Tongue
English
Weight
888 KB
Volume
36
Category
Article
ISSN
0022-3263

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Direct synthesis of 6-oxabicyclo[3.2.1]o
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In the presence of bases, even those (for example, pyridine) normally used for acylation reactions, 2L-(2,4,5/3)-2,3,4-tibenzoyloxy-5-hydroxycyclohexanone (3) readily gives 2r\_-(2,4/3)-2,3,4-tribenzoyloxycyclohex-5-enone or aromatic products. Under acid conditions, efficient 0-acylation and tetrahy