Further reactions of sideridiol [(–)-kaur-15-ene-7β,19-diol]
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 759-762
- https://doi.org/10.1039/p19720000759
Abstract
The secondary hydroxy-group of sideridiol [(–)-kaur-15-ene-7β,19-diol](I) has been confirmed as being in the 7- rather than the 12-position. Bromination of methyl (–)-7-oxokauran-19-oate (IXb) gives methyl (–)-6β-bromo-7-oxokauran-19-oate (Xb); treatment of the latter with base gives (–)-7-oxokaur-5-en-19,6-olide (XII) mainly. Better yields of lactone (XII) are obtained by heating a solution of bromo-ester (Xb) in dimethyl sulphoxide under reflux. The n.m.r., o.r.d., and c.d. data for the bromo-ester (Xb) are discussed.Keywords
This publication has 0 references indexed in Scilit: