Simple and Efficient Preparation of Dihydropyrans and Spiroketals Using the Intramolecular Silyl Modified Sakurai (isms) Reaction

Marko, Istvan;Bayston, DJ.;Mekhalfia, A.;Adams, H.
(1993) Societes Chimiques Belges. Bulletin — Vol. 102, n° 10, p. 655-661 (1993)

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  • Marko, IstvanUCLouvain
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  • Bayston, DJ.
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  • Mekhalfia, A.
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  • Adams, H.
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Abstract
Substituted tetrahydropyrans, spiroethers and spiroketals can be prepared in a single step using the ISMS reaction between the bis-silylated reagent 7b and aldehydes (acetals), ketones (ketals) and ortholactones respectively. This simple methodology was applied to the rapid synthesis of a pheromone containing a [4,5]-spiroketal unit.
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Marko, I., Bayston, DJ., Mekhalfia, A., & Adams, H. (1993). Simple and Efficient Preparation of Dihydropyrans and Spiroketals Using the Intramolecular Silyl Modified Sakurai (isms) Reaction. Societes Chimiques Belges. Bulletin, 102(10), 655-661. https://doi.org/10.1002/bscb.19931021006 (Original work published 1993)