An efficient synthesis of pregaliellalactone and desoxygaliellalactone

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Abstract

A short and efficient total synthesis of rac-desoxygaliellalactone and (+)-desoxygaliellalactone, via the biosynthetic intermediate pregaliellalactone, is described. The synthesis was achieved in only three steps, for (+)-desoxygaliellalactone including an enantioselective alkyl propiolate addition to 4-pentenal, a palladium catalysed alkylative lactonisation and an intramolecular Diels-Alder cycloaddition. (C) 2014 Elsevier Ltd. All rights reserved.

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Nyckelord

Originalspråkengelska
Sidor (från-till)3667-3669
TidskriftTetrahedron Letters
Volym55
Utgivningsnummer27
StatusPublished - 2014
PublikationskategoriForskning
Peer review utfördJa