Synthesis and reactions of a novel 3,4-didehydropyroglutamate derivative.
Some reactions such as catalytic hydrogenation, Diels-Alder reaction, cyclopropanation, dihydroxylation, and Michael addition of a novel 3,4-didehydropyroglutamate derivative, in which the carboxylic group is protected as an ABO ester, are examined and found to take place in a stereospecific manner giving 3- and/or 4-substituted pyroglutamate derivatives without loss of enantiomeric purity at the alpha-position.
Oba
Makoto
M
Department of Material Science and Technology, Tokai University, 317 Nishino, Numazu, Shizuoka 410-039410-0395, Japan. makoto@wing.ncc.u-tokai.ac.jp
Nishiyama
Naohiro
N
Nishiyama
Kozaburo
K
D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D006900:Hydroxylation; D011761:Pyrrolidonecarboxylic Acid / Q000737:chemistry*; D013237:Stereoisomerism
D003521:Cyclopropanes; D004952:Esters; C030797:cyclopropane; D011761:Pyrrolidonecarboxylic Acid