A novel convergent method for the synthesis of α-acyl-γ-hydroxylactams and its application in the total synthesis of PI-090 and 091.
A novel convergent method for the synthesis of α-acyl-γ-hydroxylactams utilizing the aldol reaction of N-Boc-protected γ-methoxylactams was developed. As the first application of this method for the synthesis of biologically active natural products, the total synthesis of platelet aggregation inhibitors PI-090 and PI-091 were also investigated and successfully achieved.
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan. uchiro@rs.noda.tus.ac.jp
Hiromi
H
Uchiro
Nobuhiro
N
Shionozaki
Yu
Y
Kobayakawa
Hiroko
H
Nakagawa
Kimiko
K
Makino
D000215:Acylation; D006900:Hydroxylation; D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure
D007769:Lactams; C576922:PI-090; C576923:PI-091