Observations on the regioselectivity of some Baeyer–Villiger reactions
✍ Scribed by Michael Harmata; Paitoon Rashatasakhon
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 121 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The Baeyer-Villiger reaction of a series of compounds related to an intermediate in our synthesis of (+)-dactylol showed a pattern of regioselectivity which could be varied to a small extent as a function of substitution on the precursor. A very unusual Baeyer-Villiger reaction of a methyl ketone resulted in a product from apparent insertion of an oxygen atom into between the carbonyl carbon and the methyl group of the acetyl functionality.
📜 SIMILAR VOLUMES
The Baeyer-Villiger oxidation of substituted spirocyclic lactones and 1,3-diketones led to spirocyclic bislactones with a good regioselectivity.
Baeyer-Villiger Oxidation of Norbornan-7-ones: Long-Range Substituent Effects on Regioselectivity. -In connection with the synthesis of carba-sugars the title oxidation is investigated with different substituted norbornan-7-ones (I). In these derivatives the regioselectivity is completely controlled