Chiral salen-aluminum complex as a catalyst for enantioselective alpha-addition of isocyanides to aldehydes: asymmetric synthesis of 2-(1-hydroxyalkyl)-5-aminooxazoles.
In the presence of a catalytic amount of (salen)Al(III)Cl complex (4e), reaction between alpha-isocyanoacetamides (1) and aldehydes (2) afforded the corresponding 5-aminooxazoles (3) in good yields and enantioselectivity.
National Laboratory for Molecular Sciences, Laboratory of Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.
Shi-Xin
SX
Wang
Mei-Xiang
MX
Wang
De-Xian
DX
Wang
Jieping
J
Zhu
D000447:Aldehydes / Q000737:chemistry*; D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003486:Cyanides / Q000737:chemistry*; D005029:Ethylenediamines / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D000473:Alkanes; D003486:Cyanides; D005029:Ethylenediamines; D009570:Nitriles; D009942:Organometallic Compounds; D010080:Oxazoles; C524024:salen-aluminum complex; C031594:2-cyanoacetamide