110098-09-4Relevant articles and documents
Synthetic studies aimed at (-)-cochleamycin A. Evaluation of late-stage macrocyclization alternatives
Paquette, Leo A.,Chang, Jiyoung,Liu, Zuosheng
, p. 6441 - 6448 (2007/10/03)
An efficient route to the fully functionalized ABC ring systems of the unnatural enantiomer of cochleamycin A was developed. L-(-)-Malic and L-(-)-ascorbic acids served well as starting materials for the two building blocks used to construct an (E,Z,E)-1,
Synthetic study on gymnodimine: Highly stereoselective construction of substituted tetrahydrofuran and cyclohexene moieties
Ishihara, Jun,Miyakawa, Jun,Tsujimoto, Takashi,Murai, Akio
, p. 1417 - 1419 (2007/10/03)
The synthetic studies on gymnodimine, a shellfish toxin, are described. This marine toxin consists of 16-membered carbocycle, tetrahydrofuran, and spiro-imine moieties. Our synthetic strategy involves the stereoselective allylation of tetrahydrofuran compound and the exo-selective intramolecular Diels-Alder reaction.
Stereospecificity in Allergic Contact Dermatitis to Simple Substituted Methylene Lactone Derivatives
Mattes, Henri,Hamada, Kaoru,Benezra, Claude
, p. 1948 - 1951 (2007/10/02)
The enantiomers of β,γ-dimethyl- and β-methyl-α-methylene-γ-butyrolactones have been synthesized stereospecifically from glutamic acid and β-hydroxy isobutyric acid, respectively.Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them.Both enantiomers of β-methyl lactone as well as (+)-β,γ-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-β,γ-dimethyl lactone showed no specificity.An interpretation is proposed.