Diastereospecific synthesis of spiro[4.5]decan-2-ones as vetivane precursor via rhodium catalysed Claisen rearrangement / hydroacylation

Article abstract of DOI:10.1016/S0040-4039(98)00197-X

The one-pot combination of Claisen rearrangement of allyl vinyl ethers followed by an intramolecular hydroacylation catalysed by RhCl(cod)(dppe) is used as a key step in the synthesis of meso- dimethyl-1,4-dioxa-dispiro[4.2.4.2]tetradecan-10-one (12). The diastereospecific outcome of the reaction is discussed This product is a potential precursor in the synthesis of solavetivone.