TCI C0652 3-Cyclohexene-1-carboxylic Acid is an alicyclic building block that carries both a ring alkene and a carboxylic acid group. The internal double bond can be elaborated through epoxidation, dihydroxylation, hydrogenation, hydroboration, or oxidative cleavage, while the acid group is readily converted into esters, amides, or alcohols. Its structure, classically obtained from a Diels-Alder reaction, provides a stereogenic centre that makes it attractive for chiral resolution studies. AMI Scientific offers this TCI product in 25 g, 100 g, and 500 g packs to suit exploratory work through to larger-scale synthesis.
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- Wang et al. (2014). Dehydro-aromatization of cyclohexene-carboxylic acids by sulfuric acid: critical route for bio-based terephthalic acid synthesis. RSC Advances doi:10.1039/c3ra46670a
- Geiger et al. (1995). (3S,4S,5R)-3,4,5-trihydroxy-1-cyclohexene-carboxylic acid from Sequoiadendron giganteum. Phytochemistry doi:10.1016/0031-9422(95)00450-l
- Xu et al. (2020). Facile access to chiral β-homoglutamic acid from 3-cyclohexene-carboxylic acid. Synthetic Communications doi:10.1080/00397911.2020.1802760
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