Cortés Manuel, Delgado Virginia, Saitz Claudio, Armstrong Veronica
Departamento de Química Orgánica. Facultad de Química, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, 7820436, Santiago, Chile.
Nat Prod Commun. 2011 Apr;6(4):477-90.
Several reviews have been published on sesquiterpenes, and on drimane-type sesquiterpenes, going through drimenol and related compounds among others. However, to our knowledge, this is the first review exclusively on drimenol. Although, the main focus is on drimenol as a synthon for other drimane-type compounds, synthetic routes to obtain racemic and (-)-drimenol are summarized, as well as its isolation and determination of its configuration, in the early fifties. The reviewed synthetic routes start from natural (-)-drimenol as chiral synthon in most of cases, nevertheless total syntheses are considered as well. The strategies where racemic drimenol is involved begin with biomimetic cyclization of trans-farnesol. Microbiological procedures to functionalize the A ring of drimenol are also commented. The revision is classified according to the chemical structure of the final product, which mainly correspond to structures of natural occurrence, although other related derivatives are also analyzed.
关于倍半萜以及杜松烷型倍半萜,已经发表了几篇综述,其中涉及到了德瑞莫醇及其他相关化合物。然而,据我们所知,这是第一篇专门针对德瑞莫醇的综述。尽管主要关注点是德瑞莫醇作为其他杜松烷型化合物的合成子,但也总结了获得外消旋体和(-)-德瑞莫醇的合成路线,以及在五十年代早期其分离方法和构型的确定。所综述的合成路线在大多数情况下从天然(-)-德瑞莫醇作为手性合成子开始,不过也考虑了全合成。涉及外消旋体德瑞莫醇的策略始于反式金合欢醇的仿生环化反应。还对使德瑞莫醇A环官能化的微生物学方法进行了评论。该综述根据最终产物的化学结构进行分类,这些结构主要对应于天然存在的结构,不过也分析了其他相关衍生物。