Total Synthesis of Aigialomycin D Using a Ramberg−Bäcklund/RCM Strategy
The Journal of Organic Chemistry2009Vol. 74(6), pp. 2271–2277
Citations Over TimeTop 10% of 2009 papers
Abstract
The bioactive resorcylic acid lactone aigialomycin D (1) has been synthesized by a novel combination of ring-closing metathesis (RCM) and Ramberg-Bäcklund reactions. This synthetic strategy enables the C1'-C2' alkene to be masked as a sulfone during formation of the macrocycle by ring closing metathesis at the C7'-C8' olefin, thus avoiding competing formation of a cyclohexene. A subsequent Ramberg-Bäcklund reaction efficiently produces the C1'-C2' E-alkene. This combined RCM/Ramberg-Bäcklund reaction strategy should be widely applicable to the synthesis of macrocyclic dienes.
Related Papers
- → PACWON: A parallelizing compiler for workstations on a network(1998)
- Study and Two Types of Typical Usage of DataGrid Web Server Control(2005)
- Achieving Parameter of DBSCAN Based on Datagrid(2010)
- Using DataGrid Control to Realize DataBase of Querying in VB6.0(2000)
- Susquehanna Chorale Spring Concert "Roots and Wings"(2017)