The intramolecular addition of allylsilanes to conjugated dienones can be used to efficiently construct a wide variety of polycyclic systems.23 However, on occasion we have been unable to prepare conjugated dienones via the addition of vinylic nucleophiles to a',d-dialkyl-3-ethoxy-cycloalkenones4 F
Pyridinium dichromate-induced 1,3-oxidative rearrangements of enynols
โ Scribed by Dennis Liotta; David Brown; William Hoekstra; Robert Monahan III
- Book ID
- 104227480
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 209 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The pyridinium dichromate-induced oxidative rearrangements of various 1-ene-4-yne-3-01s have been examined.
These reactions occur regiospecifically at the olefin site and are only synthetically useful with Z-substituted enynols.
๐ SIMILAR VOLUMES
Tricyclo[5.3.1.0]undecanols were transformed to bicyclo[5.3.1]undecanols in good yield by using pyridinium chlorochromate.
1,3-Oxazolidines were obtained from the reaction of N-methyl substituted &amino alcohols with pyridinium dichromate in dichloromethane. A single electron transfer mechanism. SET, is proposed to account for the formation of the 1,3-oxazolidines.