Synthesis of the non-adjacent bis-THF core of cis-sylvaticin using a double oxidative cyclisation
作者:Riaz A. Bhunnoo、Heather Hobbs、Dramane I. Lainé、Mark E. Light、Richard C. D. Brown
DOI:10.1039/b813201a
日期:——
non-adjacent bis-THF core of the Annonaceousacetogenincis-sylvaticin (1) is described. C2 Symmetrical (Z,E,E,Z)- and (E,E,E,E)-tetraenes 5 and 6 were synthesised in six and three steps respectively from (1E,5E,9E)-cyclododeca-1,5,9-triene. Subsequent permanganate promoted asymmetric bi-directional oxidative cyclisation of tetraene 5 was used to create the non-adjacent bis-THF core of 1, installing seven of the
的非相邻双THF芯的短合成番荔枝荔枝内酯顺-sylvaticin(1)进行说明。C 2分别由六个步骤和三个步骤合成对称的(Z,E,E,Z)-和(E,E,E,E)-四烯5和6(1 E,5 E,9 E)-环十二烷基-1,5,9-三烯。随后的高锰酸盐促进四烯的非对称双向氧化环化5被用来创建的非相邻双THF芯1,安装九个立体中心的7存在于天然产物在一个单一的步骤。通过单甲苯磺酸化对氧化环化产物进行不对称化处理,可以得到顺式-喜树碱的C11-C32片段。