The radical bromination of acetal 5 followed by zinc-promoted fragmentation gives the highly functionalised, homochiral cyclohexane 7, which possesses the carbon skeleton of the C-ring of taxol; nucleophilic addition of dimethyllithium cuprate to 8, followed by ozonolysis gives aldehyde 10, ozonolysis of 8 gives aldehyde 9.
A. N. Boa, J. Clark, P. R. Jenkins and N. J. Lawrence, J. Chem. Soc., Chem. Commun., 1993, 151 DOI: 10.1039/C39930000151
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