550346-98-0Relevant academic research and scientific papers
Synthesis of (±)-solanapyrones A and B
Lygo, Barry,Bhatia, Mohamed,Cooke, Jason W. B.,Hirst, David J.
, p. 2529 - 2532 (2007/10/03)
In this paper we report the development of a stereoselective IMDA approach to the phytotoxic polyketides (±)-solanapyrones A and B. The stereoselectivity of the key IMDA cycloaddition was optimized by investigating a range of 2,8,10-dodecatrienoic acid derivatives. This established that use of the Weinreb amide led to the desired exo-selectivity and also facilitated construction of the pyrone moiety. A novel approach to the installation of the C-3 formyl group in solanapyrone A is also described.
