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Spiroketals: The synthesis of an olive fly pheromone component, 4-hydroxy-1,7-dioxaspiro[5,5]undecane, via a novle cation-olefin cyclisation step

✍ Scribed by I.Trevor Kay; Emyr G. Williams

Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 205 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94237-0

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✦ Synopsis

An acid-catalysed rearrangement of the THP-ether of homoallylic alcohol gives ready access to an O-protected derivative of 4-hydroxytetrahydropyran and thence by two further steps to provide a short and highly stereoselective route to the title spiroketal.

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