Torres-García Irene, López-Martínez Josefa L, López-Domene Rocío, Muñoz-Dorado Manuel, Rodríguez-García Ignacio, Álvarez-Corral Miriam
Departamento Química Orgánica, Universidad de Almería, ceiA3. E04120 Almería, Spain.
Beilstein J Org Chem. 2022 Sep 19;18:1264-1269. doi: 10.3762/bjoc.18.132. eCollection 2022.
An original synthesis of the structure of dihydrorosefuran, a compound allegedly identified in and , has been developed. The key steps in the five-step 36% overall yield synthesis are a CpTiCl mediated Barbier-type allenylation of a linear aldehyde and the formation of a 2,5-dihydrofuran scaffold through a Ag(I)-mediated cyclization. Neither of the reported spectral data for dihydrorosefuran match those of the synthetic product, suggesting that the isolated compound from is in fact the natural product rosiridol, while the real structure of the product from remains unknown.
已开发出二氢玫瑰呋喃结构的原始合成方法，该化合物据称在[文献1]和[文献2]中已被鉴定。五步合成总产率为36%的关键步骤是线性醛的CpTiCl介导的巴比耶型烯丙基化反应，以及通过Ag(I)介导的环化反应形成2,5-二氢呋喃骨架。二氢玫瑰呋喃的报道光谱数据均与合成产物的光谱数据不匹配，这表明从[文献1]中分离出的化合物实际上是天然产物玫瑰瑞多醇，而来自[文献2]的产物的真实结构仍然未知。
