Synthesis of natural products possessing a benzo[b]furan skeleton

作者: Henning Lütjens , Peter J. Scammells

DOI: 10.1016/S0040-4039(98)01371-9

关键词: Skeleton (category theory)Formyl groupChemistryCarbonylationAilanthoidolFuranCarbon monoxideOrganic chemistry

摘要: Abstract A related synthetic strategy has been used to prepare two natural products (XH-14 and ailanthoidol) which possess a benzo[ b ]furan skeleton. The synthesis of XH-14 involved the use palladium-catalyzed cyclization with concomitant carbonylation via insertion carbon monoxide introduce regioselectively formyl group in 3-position.

参考文章(7)
Sally A. Hutchinson, Henning Luetjens, Peter J. Scammells, A new synthesis of the benzofuran adenosine antagonist XH-14 Bioorganic & Medicinal Chemistry Letters. ,vol. 7, pp. 3081- 3084 ,(1997) , 10.1016/S0960-894X(97)10173-1
Yoshinori Kondo, Futoshi Shiga, Naoko Murata, Takao Sakamoto, Hiroshi Yamanaka, None, Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide Tetrahedron. ,vol. 50, pp. 11803- 11812 ,(1994) , 10.1016/S0040-4020(01)89295-4
Sheen Wine-show, Tsai Ian-Lih, Teng Che-Ming, Chen Ih-Sheng, Nor-neolignan and phenyl propanoid from Zanthoxylum ailanthoides Phytochemistry. ,vol. 36, pp. 213- 215 ,(1994) , 10.1016/S0031-9422(00)97039-0
L. Belardinelli, P. Milner, S. P. Baker, D. Dennis, R. Olsson, J. Pfister, J. C. Shryock, P. J. Scammells, Yi Zhang, 1,3-Dipropyl-8-[2-(5,6-epoxy)norbornyl]xanthine, a potent, specific and selective A1 adenosine receptor antagonist in the guinea pig heart and brain and in DDT1MF-2 cells. Journal of Pharmacology and Experimental Therapeutics. ,vol. 275, pp. 1167- 1176 ,(1995)