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Total synthesis of two naturally occurring bicyclo[3.2.1]octanoid neolignans
Mingyi Wang1, Anxin Wu, Xinfu Pan
1Department of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
The Journal of Organic Chemistry
|July 20, 2002
Abstract:
The first total syntheses of the racemates of naturally occurring macrophyllin-type bicyclo[3.2.1]octanoid neolignans, kadsurenin C 3 and kadsurenin L 4, were accomplished starting from vanillin and resorcinol. The acid-catalyzed rearrangement of hydrobenzofuranoid neolignans into bicyclo[3.2.1]octanoid neolignans was used as the key step.