Title of article
Preparation of optically pure cross-conjugated cyclopentadienones
Author/Authors
Jonathan P Eddolls، نويسنده , , Mazhar Iqbal، نويسنده , , Stanley M. Roberts، نويسنده , , M Gabriella Santoro، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
12
From page
2539
To page
2550
Abstract
The synthesis of optically pure cross-conjugated cyclopentadienones is readily achieved in two steps via a one-pot alkylcuprate addition/aldol condensation/dehydration sequence using racemic or enantioenriched endo-3a,4,7,7a-tetrahydro-1H-4,7-methano-inden-1-ones followed by microwave-mediated Lewis acid-catalysed retro Diels–Alder reaction. An alternative route involving a modified Baylis–Hillman protocol followed by conjugate addition with alkylcuprates and a retro Diels–Alder reaction was also investigated.
Keywords
Microwave-promoted reactions , retro-Diels–Alder reaction , 4-Alkyl 5-alkyli-denecyclopent-2-enones , Baylis–Hillman reaction
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1085098
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