Construction of a key intermediate in the asymmetric synthesis of chiral taxanes
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 2,p. 151-152
- https://doi.org/10.1039/c39930000151
Abstract
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.Keywords
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