Title of article :
Transformations of lignans. Part 10: Acid-catalysed rearrangements of arboreol and wodeshiol and conversion of gmelanone oxime into a dihydropyranone derivative
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 ,
Issue Information :
هفته نامه با شماره پیاپی سال 2005
Pages :
6
From page :
8956
To page :
8961
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
Journal title :
Tetrahedron
Serial Year :
2005
Journal title :
Tetrahedron
Record number :
1089123
Link To Document :
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