Asymmetric dihydroxylation of drim-7-en-11-ol: synthesis of diastereomerically pure driman-7 alpha,8 alpha,11-triol and its elaboration into novel chlorinated norlabdanic compounds

作者：Vlad Pavel; Gorincioi Elena; Aricu Aculina; Barba Alic; Manzocchi Ada; Santaniello Enzo^*

来源：Tetrahedron: Asymmetry , 2010, 21(17): 2108-2116.

DOI：10.1016/j.tetasy.2010.06.029

The asymmetric dihydroxylation of drim-7-en-11-ol was studied in detail and diastereomerically pure driman-7 alpha,8 alpha,11- and driman-7 beta,8 beta,11-triols were prepared. Further elaboration of driman-7 alpha,8 alpha,11-triol afforded 14,15-bisnorlabd-7 alpha,8 alpha-isopropylidenedioxy-11,13-dione from which a novel chlorinated bisnorlabdanic compound (14,15-bisnorlabd-12-ene-12-chloro-8 alpha,13-epoxy-7 alpha-ol-11-one) and an unusual dichloro-derivative, 13,14,15,16-tetranorlabd-12-dichloro-7 alpha-acetoxy-8 alpha-ol-11-one, were obtained.

• 出版日期2010-9-8