Substitution and Michael reactions of bicyclic tetronic, tetramic and thiotetronic esters
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 16,p. 1831-1833
- https://doi.org/10.1039/p19930001831
Abstract
The 1,4-addition of several heteroatom and carbon nucleophiles to the bicyclic structures 1, 2, 3 and 13 are reported along with the conversion of the resultant adducts to substituted tetronic, tetramic, thiotetronic acids and butenolides; a novel reaction mechanism has been observed for the iodotrimethylsilane (TMSI) or acetic anhydride/magnesium bromide-mediated furan ring-opening reactions of the bicyclic tetronate 1.Keywords
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