Study on synthesis of (2S,3S)-2-methyl-3-((triethylsilyl)oxy)pentanal

The C19-C23 fragment (9) of the anti-trypanosomal natural product actinoallolide A was prepared via an elegant stereo-controlled route. We installed the chiral center at C20 through a standard Evans aldol reaction, and protected the secondary hydroxyl group via a silylanization. Introduction Human African Trypanosomiasis and American Trypanosomiasis are serious diseases affecting human health [1-2]. Several months ago, Masato Iwatsuki and coworkers isolated actinoallolide A-E from endogenous strains Actinoallomurus fulvus MK10-036 [3]. These novel natural products showed prominent activity against trypanosomiasis combined with a low toxicity compared with other clinic drug molecules [4-5]. Particularly, actinoallolide A was promising to become the lead cmpound of trypanosomiasis and its related diseases. Limited by low natural content, further biological testing and research of actinoallolide family was encumbered. Total synthesis is indispensable for preparing analogs to gain deeper insight into the mode of action and the pharmacologically active moieties of the molecule.