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A study on a novel oxonia [3,3]-sigmatropic rearrangement as competitive alternative pathway to the acetylenic Prins cyclization on the addition of secondary homopropargylic alcohols to aldehydes catalyzed by iron(III) is described. ‘Ab initio’ theoretical calculations of the species involved on the rearrangement supports the in situ formation of 2,3-allenolates. The domino process involves three...
The use of Montmorillonite K-10 as a convenient acid component in the Nicholas reaction is described. Its use permits functional selectivity, inter- and intramolecular reactions and convenience in the experimental conditions. A four-step one-pot [Co 2 (CO) 6 –acetylene complex formation, THP-removal, cyclization and complex cleavage] process permits the direct synthesis of 2-ethynyl-tetrahydrofuran...
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