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Synthesis 2006(21): 3621-3624
DOI: 10.1055/s-2006-950294
DOI: 10.1055/s-2006-950294
PAPER
© Georg Thieme Verlag Stuttgart · New YorkA Facile Approach to the Synthesis of Allylic Spiro Ethers and Lactones
Further Information
Received
31 July 2006
Publication Date:
09 October 2006 (online)
Publication History
Publication Date:
09 October 2006 (online)
Abstract
Treatment of 3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C followed by acid quenching furnishes spiro ethers, whereas the corresponding 3-(carboxyalkyl)-substituted cycloalkenones generate spiro lactones upon reaction with sodium borohydride at 30 °C followed by acid quenching.
Key words
enones - heterocycles - lactones - spiro compounds
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