Useful precursor of isopropylidene unit by Wittig reaction with aldehydes. It is also used in tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid. Also employed in Wittig and cyclopropanation reactions. It is used as a reactant for total synthesis of heliananes, in the preparation of highly substituted benzene derivatives, synthesis of curcuphenol and elvirol analogs via a retro-aldol reaction as fungicidal agents, 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
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Applications
Useful precursor of isopropylidene unit by Wittig reaction with aldehydes. It is also used in tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid. Also employed in Wittig and cyclopropanation reactions. It is used as a reactant for total synthesis of heliananes, in the preparation of highly substituted benzene derivatives, synthesis of curcuphenol and elvirol analogs via a retro-aldol reaction as fungicidal agents, 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
Solubility
Solubility in methanol, very faint turbidity.
Notes
Light sensitive and hygroscopic. Store away from oxidizing agents and light. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only
General References:
- Richard A. Bartsch, et. al. Synthesis of highly lipophilic crown ether carboxylic acids.J Org Chem.,1983,48(25), 4864-4869.
- Hiroshi Yamataka, et al. Mechanistic study of the Wittig reaction of benzophenone with a nonstabilized ylide.J. Org. Chem.,1988,53(16), 3877-3879.
- Useful precursor of isopropylidene unit by Wittig reaction with aldehydes: J. Am. Chem. Soc., 103, 2823 (1981), and ketones: J. Org. Chem., 53, 3877 (1988).
- The derived phosphorane can also add to activated double bonds to give gem-dimethyl cyclopropanes: Tetrahedron Lett., 3781 (1972). For use of tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid, see: Tetrahedron Lett., 3911 (1976):