Synthesis of polyfunctional, linearly condensed six-membered ring systems by regioselective tandem Diels-Alder additions. Synthesis and reactivity of 6,7-bis(chloromethyl)-8,9-bis(methylene)-2-oxabicyclo[3.2.1]nonan-3-one
“…29 Compound 38 was also subjected to an epoxidation reaction with m-CPBA in EtOAc and the racemic epoxide was obtained in a 90% yield. 30 The double bond in the compound 34a was proven to be extremely unreactive towards epoxidation conditions as the only successful condition applied to this transformation was the HOF x MeCN complex (dimethyldioxirane and m-CPBA failed) yielding 42 (Scheme 18).…”
“…29 Compound 38 was also subjected to an epoxidation reaction with m-CPBA in EtOAc and the racemic epoxide was obtained in a 90% yield. 30 The double bond in the compound 34a was proven to be extremely unreactive towards epoxidation conditions as the only successful condition applied to this transformation was the HOF x MeCN complex (dimethyldioxirane and m-CPBA failed) yielding 42 (Scheme 18).…”
Starting with the bicyclooctenetetracarboxylates (II) and (VII), obtained by basic isomerization of (I), the bis‐ (XI) and tetramethylene derivatives (V) and (XII) are prepared.
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