Stereoselective synthesis and absolute configuration of the C1'-C25' fragment of symbiodinolide.
Stereoselective synthesis of the C1'-C25' fragment of symbiodinolide, which was obtained as a degraded product from symbiodinolide by alkaline hydrolysis, has been accomplished. The synthetic route features Kotsuki coupling and Julia-Kocienski olefination in the introduction of the side chains. This enantio- and stereoselective synthesis has established the absolute configuration of the C1'-C25' fragment.
Takamura
Hiroyoshi
H
Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan. takamura@cc.okayama-u.ac.jp
Murata
Takeshi
T
Asai
Takahiro
T
Kadota
Isao
I
Uemura
Daisuke
D
D002244:Carbon / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D004987:Ethers / Q000737:chemistry; D006868:Hydrolysis; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D008970:Molecular Weight; D013237:Stereoisomerism
D004987:Ethers; D047028:Macrocyclic Compounds; C544635:symbiodinolide; D002244:Carbon