Simple synthesis of benzofuranoid neolignans from Myristica fragrans.
The total synthesis of four neolignans-fragnasols A (1), B (2), and C (3) and dehydrodiisoeugenol (4)-starting from the readily available phenol derivative isoeugenol (5) was accomplished. The key step of the synthesis of these natural products is a novel type of dimerization of 5 into 4 with iodobenzene diacetate.
Juhász
L
L
Department of Organic Chemistry, Lajos Kossuth University, P.O. Box 20, H-4010 Debrecen, Hungary.
Kürti
L
L
Antus
S
S
D001572:Benzofurans / Q000138:chemical synthesis*; D019281:Dimerization; D005054:Eugenol / Q000031:analogs & derivatives / Q000378:metabolism; D017705:Lignans / Q000138:chemical synthesis*; D008956:Models, Chemical; D010936:Plant Extracts / Q000737:chemistry; D012639:Seeds / Q000737:chemistry; D017365:Spices / Q000032:analysis*
D001572:Benzofurans; D017705:Lignans; D010936:Plant Extracts; D005054:Eugenol; C036643:isoeugenol