Diastereoselective synthesis of anti-1,2-aminoalcohol by palladium(II) catalyzed aza-Claisen rearrangement.
In this study, a highly diastereoselective synthesis of anti-1,2-aminoalcohol was explored starting from L-amino acids as chiral sources. The higher yield and diastereoselectivity was shown when the aza-Claisen rearrangement was performed with allylic trichloroacetimidate 6a in the presence of palladium(II) catalyst.
Yoon
Youn-Jung
YJ
College of Pharmacy, SungKyunKwan University, Suwon 440-746, Korea.
Chun
Myung-Hee
MH
Joo
Jae-Eun
JE
Kim
Yong-Hyun
YH
Oh
Chang-Young
CY
Lee
Kee-Young
KY
Lee
Yiu-Suk
YS
Ham
Won-Hun
WH
D000605:Amino Alcohols / Q000138:chemical synthesis*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D006900:Hydroxylation; D007202:Indicators and Reagents; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000605:Amino Alcohols; D001372:Aza Compounds; D007202:Indicators and Reagents; D010165:Palladium