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
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