Affiliation:
1. Department of Chemistry, Faculty of Arts and Science, Atatürk University, 25240 Erzurum, Turkey
Abstract
1,4-di- O-methyl- myo-inositol, a natural product, was synthesised starting from p-benzoquinone. The treatment of 5,6-dibromocyclohex-2-ene-1,4-diol with Na/ROH-system afforded a C2-symmetric conduritol-B derivative key intermediate followed by acetylation. The OsO4 oxidation and followed by acetylation gave the tetraacetates. The hydrolysis of the acetate groups furnished the desired the myo-inositol derivatives in high yield.
Cited by
14 articles.
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1. Synthesis and biological effects evaluation of benzoconduritols C and D from oxabenzonorbornadiene;Journal of the Iranian Chemical Society;2021-10-21
2. Concise syntheses and some biological activities of
dl
‐2,5‐di‐
O
‐methyl‐
chiro
‐inositol,
dl
‐1,4‐di‐
O
‐methyl‐
scyllo
‐inositol, and
dl
‐1,6‐dibromo‐1,6‐dideoxy‐2,5‐di‐
O
‐methyl‐
chiro
‐inositol;Archiv der Pharmazie;2020-09-30
3. A novel and stereoselective synthesis of 2-bromo-6-chloro-5-methylcyclohex-4-ene-1,3-diyl diacetate: conduritol-A derivative;Journal of the Iranian Chemical Society;2019-12-06
4. Regio- and stereospecific synthesis of dl-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol;Tetrahedron Letters;2018-03
5. Stereospecific synthesis of novel methyl-substituted mono- and di-methoxy conduritols;Tetrahedron;2017-01