Journal
ARKIVOC
Volume -, Issue -, Pages 88-103Publisher
ARKAT USA INC
DOI: 10.3998/ark.5550190.0004.310
Keywords
spiro[4.5]decane synthesis; bridgehead substitution; reductive alkylation
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An efficient strategy for the contruction of spiro[4.5] decanes is described and involves a bridgehead substitution of a methoxyl group by a methyl group followed by an oxidative cleavage of the tricyclo[5.2.2.0(1,5)] undecane 25 to produce the spiro[4.5] decanes 31 & 32 which are intermediates in the synthesis of acorone. A novel one-pot conversion of alpha-methoxy carboxylic acid to alpha-methyl carboxylic acid is described.
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