Oxidations of 3-alkenyltetronic acids with dimethyldioxirane (DMD) and air: regioselectivity and formation of a spirotricyclic hemiketal endoperoxide lactone
- 1 January 2001
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 17,p. 2009-2011
- https://doi.org/10.1039/b104227k
Abstract
The endocyclic CC bond of 3-allyltetronic acid 1 can be selectively oxidised with dimethyldioxirane to give 3-allyl-3-hydroxydihydrofuran-2,4-dione 2 while 3-exo-alkylidenedihydrofuran-2,4-diones 9 are rapidly autooxidised to furnish the spirotricyclic hemiketal endoperoxide lactones 10.Keywords
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