The Structure and Synthesis of Tsitsikammafuran: A New Furanosesquiterpene from a South African Dysidea Sponge
作者:Kerry L. McPhail、Douglas E.A. Rivett、David E. Lack、Michael T. Davies-Coleman
DOI:10.1016/s0040-4020(00)00910-8
日期:2000.11
Three furanosesquiterpenes, the new tsitsikammafuran (1) and the known nakafurans-8 (2) and -9 (3) were isolated from a South African Dysidea sponge. The structure of tsitsikammafuran, initially proposed as 3-[(furan-3-yl)methyl]-p-cymene, from a combination of biosynthetic arguments and the available spectroscopic data, was unequivocally confirmed by the synthesis of 1 from thymol. The synthesis of
从南非Dysidea海绵中分离出三种呋喃倍半萜,新的tsitsikammafuran(1)和已知的nakafurans-8(2)和-9(3)。由百里香酚合成1明确地证实了从生物合成论点和可用光谱数据的组合出发,最初被提议为3-[(呋喃-3-基)甲基]-对-异丙基的tsitsikammafuran的结构。tsitsikammafuran的两种区域异构体,4的合成- [(呋喃-3-基)甲基] -米-cymene(4)和2 - [(呋喃-3-基)甲基] - p -cymene(22),从p-甲酚和2-溴-2-硝基樟脑分别进一步支持1的结构分配。