799764-80-0Relevant academic research and scientific papers
Hetero-Diels-Alder and pyroglutamate approaches to (2S,4R)-2-methylamino-5- hydroxy-4-methylpentanoic acid
Tarver Jr., James E.,Terranova, Kristen M.,Joullié, Madeleine M.
, p. 10277 - 10284 (2007/10/03)
The stereoselective syntheses of fully protected (2S,4R)-2-methylamino-5- hydroxy-4-methylpentanoic acid, a non-coded amino acid of cyclomarin A, and its diastereomer are reported. A pyroglutamate template was employed in the key diastereoselective alkylation used for introducing the 4-methyl stereochemistry. In addition, the first diastereoselective intramolecular hetero-Diels-Alder of a 2-cyano-1-azadiene with an electron deficient dienophile is described. Graphical Abstract
