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- W2000364567 abstract "2′-Alkoxytricyclo[3.2.1.02,7]octanes 4-R are obtained in good to excellent yields from methyl 2-chloro-2-cyclopropylideneacetate (3) and the dienolates derived from the 3-alkoxycyclohex-2-enones 1-R and 2-R, by a cascade of two consecutive Michael additions and a γ-elimination. Compounds 4-R are transformed to the correspondingly substituted bicyclo[3.2.1]octanecarboxylates 5 by treatment with acid. 2′-Methoxytricyclooctanes 4a−d-Me are readily deprotonated to give chelation-stabilized cyclopropyllithium derivatives 6-Me, which react with electrophiles to yield the 7′-substituted tricyclo[3.2.1.02,7]octanes 4f−i-Me (61−66%). By acidic workup of such reaction mixtures, or subsequent treatment of the isolated products 4f−i-Me with acid, efficient transformation to the correspondingly substituted bicyclo[3.2.1]octanecarboxylates 5 is observed." @default.
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- W2000364567 date "1998-03-01" @default.
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- W2000364567 title "Highly Functionalized Bicyclo[3.2.1]octane Derivatives from Readily Available 2′-Alkoxytricyclo[3.2.1.02,7]octanes: Building Blocks for Terpenes, Part I" @default.
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- W2000364567 doi "https://doi.org/10.1002/(sici)1099-0690(199803)1998:3<441::aid-ejoc441>3.0.co;2-e" @default.
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