Enantioselective synthesis of the tetrahydrofuran lignans (-)- and (+)-magnolone.
The optically pure trisubstituted 7'-oxotetrahydrofuran lignans (-)- and (+)-magnolone ( 1) were synthesized by employing stereoselective S N1 intramolecular cyclization as a key reaction. The absolute configuration of naturally occurring (-)-magnolone was determined as (7 S,8 R,8' S).
Nakato
Tomofumi
T
Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan.
Yamauchi
Satoshi
S
D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry; D031566:Magnolia / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D005663:Furans; D017705:Lignans; C524904:magnolone; C018674:tetrahydrofuran