4454-01-7Relevant articles and documents
Biomimetically relevant self-condensations of C5 units derived from lysine
Salame, Rim,Gravel, Edmond,Retailleau, Pascal,Poupon, Erwan
, p. 2522 - 2528 (2010)
In various conditions, dimerization of pentanedial-derived units gives rise to interesting skeletons, which are reminiscent of alkaloids known to be biosynthesized in Nature via lysine metabolism. The Royal Society of Chemistry 2010.
Une voie d'acces aux alcoxy-5 trimethyl-4,4,7a hexahydro-3aα,4,5,6,7,7aα (3H)-benzofurannones-2
Gosselin, Pascal,Rouessac, Francis,Zamarlik, Henri
, p. 192 - 198 (2007/10/02)
Starting from 2-methoxy (or ethoxy)-3,4-dihydro-2H-pyran, a series of four reactions allows to obtain a good yield of two 4-alcoxy-3,3-dimethyl-1-hydroxymethyl cyclohexenes which are converted to methylenecyclohexylacetic acids by different or sigmatropic reactions.These acids are cyclized at room temperature with concentrated sulfuric acid into bicyclic γ-lactones having a cis-junction.The stereospecificity of this reaction and the stability of the isomers obtained are discussed.