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A synthetic approach to (+)-aldosterone and its relatives (2)- a stereoselective synthesis of (+)-trans-4,5-(4-methoxybenzo)- 1β , 7aβ - ( 2α-methoxymethyl- 5 -oxofuro) hydrindane
Authors:Hideo Nemoto  Mitsuo Nagai  Keiichiro Fukumoto  Tetsuji Kametani
Affiliation:Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan;Institute of Medicinal Chemistry, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142, Japan
Abstract:A stereoselectivity in an intramolecular cycloaddition of the olefinic o-quinodimethanes 13 and 23 generated insitu from the thermolysis of optically active 4β-[2-(4-methoxybenzocyclobutenyl)ethyl] -5α-methoxymethyl-3-phenyl-thio-methylenefuran-2-ones 12 and 22, respectively, is studied and a stereoselective synthesis of (+)-trans-4,5-( 4-methoxybenzo) -1β,7aβ-(2α-methoxymethyl-5-oxofuro)hydrindane 1 is also described.
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