Kanamienamides is a complex
enol ether
In organic chemistry an enol ether is an alkene with an alkoxy substituent. The general structure is R2C=CR-OR where R = H, alkyl or aryl. A common subfamily of enol ethers are vinyl ethers, with the formula ROCH=CH2. Important enol ethers include ...
containing
enamide that is currently undergoing research in regards to its inhibitory activity towards
cancer cells. The synthesis of kanamienamide consists of several chemical techniques, including
CBS asymmetric reduction, Stork-Zhao-
Wittig olefination,
Cu-mediated
amide
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is ...
coupling with
vinyl iodide
In organic chemistry, a vinyl iodide (also known as an iodoalkene) functional group is an alkene with one or more iodide substituents. Vinyl iodides are versatile molecules that serve as important building blocks and precursors in organic synthesi ...
, Evans asymmetric
alkylation
Alkylation is the transfer of an alkyl group from one molecule to another. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting ...
, and
ring-closing metathesis
Ring-closing metathesis (RCM) is a widely used variation of olefin metathesis in organic chemistry for the synthesis of various unsaturated rings via the intramolecular metathesis of two terminal alkenes, which forms the cycloalkene as the ''E-' ...
. Kanamienamide is a natural product found in ''
Moorea bouillonii'' which is a cyanobacterium.
References
Heterocyclic compounds with 1 ring
Nitrogen heterocycles
Oxygen heterocycles
Amides
Methoxy compounds
Lactones
Lactams
Eleven-membered rings
{{heterocyclic-stub