Total synthesis of (+)-macrosphelides A, C, E, F, and G based on enzymatic function.
The total synthesis of (+)-macrosphelide A (1) (18.5% overall yield in 11 steps), (+)-macrosphelide C (2) (25% overall yield in 9 steps), (+)-macrosphelide E (3) (23.9% overall yield in 11 steps), (+)-macrosphelide F (4) (20% overall yield in 9 steps), and (+)-macrosphelide G (5) (22% overall yield in 9 steps) was achieved from a chemoenzymatic reaction product (4R,5S)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 10.
Akita
Hiroyuki
H
Faculty of Pharmaceutical Sciences, Toho University, Chiba, Japan. akita@phar.toho-u.ac.jp
Nakamura
Hiroshi
H
Ono
Machiko
M
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D006571:Heterocyclic Compounds; D007783:Lactones; C097798:macrosphelide A; C109718:macrosphelide C