Highly enantioselective Cu-catalyzed conjugate addition-elimination of activated allylic acetates with glycine derivatives.
The reaction of a glycinate Schiff base with the activated alkyl- and aryl-substituted allylic acetates afforded 4-alkylidenylglutamic acid derivatives in high yields and high enantioselectivities by using Cu/P,N-FcPhox as the catalyst.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Finglin Road, Shanghai 200032, P. R. China.
Chun-Gen
CG
Chen
Xue-Long
XL
Hou
Lin
L
Pu
D000085:Acetates / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005296:Ferrous Compounds / Q000737:chemistry; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry*; D000075163:Metallocenes; D015394:Molecular Structure; D013237:Stereoisomerism
D000085:Acetates; D000498:Allyl Compounds; D005296:Ferrous Compounds; D000075163:Metallocenes; D018698:Glutamic Acid; D003300:Copper; C498551:allyl acetate; D005998:Glycine; C004998:ferrocene