Tandem Wittig-ene reaction approach to kainic acid.
The first example of a tandem Wittig-intramolecular ene reaction approach and its application toward the synthesis of kainic acid is reported. The synthetic pathway involves conversion of prenyl bromide into phosphorane 3, followed by one-pot Wittig olefination and an ene reaction with glyoxalic acid to give the cis fused pyrrolidine skeleton of kainic acid.
Majik
Mahesh S
MS
Department of Chemistry, Goa University, Taleigao Plateau, Goa 403 206, India.
Parameswaran
Peruninakulath S
PS
Tilve
Santosh G
SG
D007608:Kainic Acid / Q000138:chemical synthesis*; D011760:Pyrrolidinones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D011760:Pyrrolidinones; D007608:Kainic Acid