Laboratory Productions, Plant and Microbial Valuations (LP2VM), Department of Biotechnology, University of Sciences and Technology of Oran Mohamed Boudiaf , BP 1525, EL M'Naouer, Oran, Algeria.
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada , 18071 Granada, Spain.
Org Lett. 2016 Nov 18;18(22):5964-5967. doi: 10.1021/acs.orglett.6b03121. Epub 2016 Nov 9.
A short route toward aromatic cassane diterpenes from labdane terpenoids has been developed. In the key step, the aromatic ring with the oxygenated function at C-12 and the characteristic carbon group at C-14 of the target compounds is elaborated via a Diels-Alder/aromatization sequence of a furanosesquiterpene and methyl propiolate. On this basis, the synthesis of the proposed structure of benthaminin 1 from trans-communic acid has been achieved. The physical properties of the synthetic compound are somewhat different from those reported for the natural product.
已经开发出一条从贝壳杉烷萜烯到芳香型贝壳杉二萜的短路线。在关键步骤中，通过呋喃型倍半萜烯和丙炔酸甲酯的 Diels-Alder/芳构化序列，详细阐述了目标化合物中 C-12 位含氧官能团和 C-14 位特征碳基团的芳香环。在此基础上，实现了从反式-康酸出发合成拟南芥灵 1 的提议结构。合成化合物的物理性质与天然产物报道的有所不同。
