AI Article Synopsis
- The study explores a specific chemical reaction involving carbocations derived from carbohydrate-based alcohols, leading to a rearrangement process known as the Prins pinacol type reaction.
- This reaction enables the formation of complex structures, specifically tetrahydrofuran-fused bridged bicyclic ketals and 1,6-anhydro-heptopyranoses.
- These structures can be subsequently transformed into various complex sugars and C2-branched heptoses, highlighting their potential utility in organic synthesis.
Article Abstract
A "Prins pinacol type rearrangement followed by C4-OBn participation" in a cascade manner has been observed while probing the fate of carbocation in some carbohydrate derived homoallylic alcohols in the Prins reaction. This has led to an easy access to tetrahydrofuran-fused bridged bicyclic ketals (or tetrahydrofuran-fused 1,6-anhydro-heptopyranose frameworks) which are further converted into some annulated sugars and C2-branched heptoses.
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| http://dx.doi.org/10.1002/chem.201604902 | DOI Listing |
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