New entry to the perhydrofuro[2,3-b]furan ring system
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 418-420
- https://doi.org/10.1039/c39900000418
Abstract
Treatment of the α-diazomalonate (6) with Rh2(OAc)4 stereoselectively provided substituted valerolactones (7) and (7′)via the [2,3]sigmatropic rearrangement of a nine-membered cyclic allylsulphonium ylide; the rearrangement product was converted to 5-alkylperhydrofuro[2,3-b]furan (12) by ozonolysis followed by acid treatment.Keywords
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