Revisit to (Z)-civetone synthesis.
The synthesis of (Z)-civetone (1) is described starting from oleic acid (5) via a series of reactions, intermolecular olefin self-metathesis, bromination/dehydrobromination into acetylene, semi-hydrogenation and intramolecular Dieckmann macrocyclization.
Graduate School of Science and Technology, Niigata University, Nishi-ku, Niigata 950-2181, Japan. hagiwara@gs.niigata-u.ac.jp
Hisahiro
H
Hagiwara
Teppei
T
Adachi
Tomomi
T
Nakamura
Takashi
T
Hoshi
Toshio
T
Suzuki
D003516:Cycloparaffins / Q000138:chemical synthesis*; D019301:Oleic Acid / Q000737:chemistry
D003516:Cycloparaffins; D019301:Oleic Acid; C056157:civetone