Diastereoselective synthesis of polysubstituted pyrrolidinone as a key intermediate for the anticancer agents by palladium(II)-catalyzed carboxylation.
Palladium(II)-catalyzed carboxylation of chiral olefins 6a-d has been examined under various conditions. In the weak basic condition (K2CO3), 7a-d were obtained in good yields. Alternatively, in the strong basic condition, pyrrolidinones 8a-d were obtained resulting in excellent yields and with high diastereoselectivity.
Choi
Dong-Rack
DR
College of Pharmacy, SungKyunKwan University, Suwon 440-746, Korea.
Lee
Kee-Young
KY
Chung
Yun-Sung
YS
Joo
Jae-Eun
JE
Kim
Yong-Hyun
YH
Oh
Chang-Young
CY
Lee
Yiu-Suk
YS
Ham
Won-Hun
WH
D000475:Alkenes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002384:Catalysis; D002850:Chromatography, Gel; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010165:Palladium / Q000737:chemistry; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000494:pharmacology*; D012997:Solvents; D013237:Stereoisomerism
D000475:Alkenes; D000970:Antineoplastic Agents; D007202:Indicators and Reagents; D011760:Pyrrolidinones; D012997:Solvents; D010165:Palladium