A Practical Approach to Stereochemically Defined Tetrahydrofurans from [5+2] Oxidopyrylium-Alkene Cycloadducts

A Practical Approach to Stereochemically Defined Tetrahydrofurans from [5+2] Oxidopyrylium-Alkene Cycloadducts

Abstract The feasibility of the Beckmann fragmentation reaction has been extended to [5+2] cycloadducts derived from the cycloaddition of 3-oxidopyrylium betaine to various olefins. Upon cleavage, these cycloadducts give stereochemically defined tetrahydrofurans in high overall yields as single dias...

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Veröffentlicht in:Synlett 2007-04, Vol.2007 (6), p.0989-0991
Hauptverfasser: A. Yadav, Arun, Sarang, Prajakta S., Trivedi, Girish K., Salunkhe, Manikrao M.
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Sprache:eng
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Zusammenfassung:Abstract The feasibility of the Beckmann fragmentation reaction has been extended to [5+2] cycloadducts derived from the cycloaddition of 3-oxidopyrylium betaine to various olefins. Upon cleavage, these cycloadducts give stereochemically defined tetrahydrofurans in high overall yields as single diastereoisomers.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2007-973866