Tetrahedron Asymmetry p. 2771 - 2773 (2008)
Update date:2022-07-30
Topics:
Inai, Makoto
Goto, Toshihiro
Furuta, Takumi
Wakimoto, Toshiyuki
Kan, Toshiyuki
The stereocontrolled total synthesis of (-)-myriocin 1 is reported. Optically active epoxide 9 was converted from symmetrical cyclohexadiene 8, utilizing an enzymatic kinetic resolution. The three sequential stereogenic centers of 1 were constructed by a regioselective epoxide-opening reaction and a Hofmann rearrangement. Elongation of the side chain was efficiently accomplished by the Julia-Kocienski reaction.
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