
%0 Journal Article
%A Gan, Chee Yong 
%A Lambert, John N. 
%A Gable, Robert W. 
%T Exploration of the Patern&#242;&#8211;B&#252;chi Reaction as a Potential Route to the Oxetan Ring of Taxol<emph type="7">&#174;</emph>
%J Australian Journal of Chemistry
%D 1999/08/19
%V 52
%N 7
%P 629-638
%K 
%R https://doi.org/10.1071/CH98160
%U https://www.publish.csiro.au/paper/CH98160 
%X Two photochemical pathways to paclitaxel-like oxetan rings have been examined. In the first approach, an intramolecular Patern&ograve;&#8211;B&#220;chi reaction on a 6,7-enal was attempted without success. The intermolecular variation using a bicyclic alkene in the presence of either benzaldehyde or acetophenone delivered oxetans whose regiochemistry was the same as that found in paclitaxel but opposite in stereochemistry. The crystal structures of a key intermediate diol and a photochemically generated oxetan are reported. 
