Abstract
The selective and efficient synthesis of spiroacetals has attracted attention from the synthetic community, both because of the synthetic challenge of complex spiroacetal natural product scaffolds, as well as the drive to develop and improve existing methods. A number of recently reported methods for the synthesis of spiroacetals are discussed, including their application in the synthesis of natural products containing the spiroacetal scaffold.
Keywords
- [3+2]-cycloaddition
- [4+2]-cycloaddition
- Anionic homo-Fries rearrangement
- Benzannulated
- Chiral phosphoric acids
- Cyclopropane ring opening
- Dehydrative spirocyclization
- DIHMA
- Electrophilic cyclization
- Enol ether
- Epoxide ring opening
- Ferrier rearrangement
- Furan oxidation
- Hydroalkoxylation
- Intramolecular hydrogen abstraction
- o-quinone methide
- Oxa-Michael
- Oxonium ion
- Oxymercuration
- RCM
- Rearrangement
- Reductive cyclization
- Spiroacetal
- Spirocyclization
- Transition metal catalysis
- Wacker cyclization
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Brimble, M.A., Stubbing, L.A. (2014). Synthesis of 5,6- and 6,6-Spirocyclic Compounds. In: Cossy, J. (eds) Synthesis of Saturated Oxygenated Heterocycles I. Topics in Heterocyclic Chemistry, vol 35. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-41473-2_5
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