Author/Authors :
Revuru Venkateswarlu، نويسنده , , Chakicherla Kamakshi، نويسنده , , Pithani V. Subhash، نويسنده , , Syed G.A Moinuddin، نويسنده , , Mangala P. Gowri، نويسنده , , Robert S. Ward، نويسنده , , Andrew Pelter، نويسنده , , Michael B. Hursthouse، نويسنده , , Simon J. Coles، نويسنده , , Mark E. Light، نويسنده ,
Abstract :
The synthesis of gmelanone by a pinacol-type rearrangement of arboreol supports its biogenesis and confirms its relative and absolute configuration. The further transformation of gmelanone oxime into the dihydropyranone oxime supports the intermediacy of gmelanone like intermediates in the rearrangements of furofuran lignans to pyran derivatives. In contrast, acid-catalysed rearrangement of wodeshiol affords the dihydropyranone .
Keywords :
pinacol rearrangement , Biomimetic synthesis , Oxime rearrangement , Lignans