Efficient diastereoselective synthesis of (2R,3R,4R)-2-amino-3-hydroxy-4,5-dimethylhexanoic acid, the lactone linkage unit of homophymine A.
For the total synthesis of novel cyclodepsipeptide homophymine A, (2R,3R,4R)-2-amino-3-hydroxy-4,5-dimethylhexanoic acid was successfully synthesized by Evans' asymmetric alkylation and the anti-selective asymmetric hydrogenation of a chiral α-amino-β-keto ester as the key steps.
Graduate School of Pharmaceutical Sciences, Chiba University, Inohana, Chiba 260-8675, Japan.
Junpei
J
Ohtaka
Akinari
A
Hamajima
Tetsuhiro
T
Nemoto
Yasumasa
Y
Hamada
D000478:Alkylation; D000818:Animals; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters; D006865:Hydrogenation; D007783:Lactones / Q000737:chemistry*; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
D047630:Depsipeptides; D004952:Esters; D007783:Lactones; C531861:homophymine A