Rolliniastatin synthesis

Rolliniastatin-1 was isolated in 1987 from Rollinia mucosa (62), and since then has been found in several species of Annonaceae (4a-b). Koert reported the total synthesis of ew-rolliniastatin-1 110 from L-glutamic acid. The strategy is a sequential synthesis, using as a key step the diastereoselective copper catalyzed Grignard addition on aldehydes (Fig. 12). 

Aldehydes and alcohols can be generated by the Pummerer rearrangement and many examples exist. For example, Lee et al. employed this reaction in their synthesis of the natural product rolliniastatin 1, among others. The reaction requires the addition of base and proceeds in good yield. 

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