Asymmetric intermolecular conjugate addition of amino acid derivatives via memory of chirality: total synthesis of manzacidin A.
Asymmetric intermolecular conjugate addition of α-amino acid derivatives with 4 via memory of chirality has been developed. The reactions proceeded in up to 98% ee with retention of configuration at the newly formed tetrasubstituted carbon center when R = Me. The product (R = Me) was transformed into manzacidin A.
Institute for Chemical Research, Kyoto University, Uji 611-0011, Japan.
Tomoyuki
T
Yoshimura
Tomohiko
T
Kinoshita
Hiroyasu
H
Yoshioka
Takeo
T
Kawabata
D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000596:Amino Acids; D011743:Pyrimidines; D011758:Pyrroles; C470325:manzacidin A