The enal 15 was synthesized in enantiomerically pure form starting from (S)-3-benzyloxy-2-methylpropanol 3 via highly regio- and stereo-selective methylation of the γ,δ-epoxy acrylate 5 with trimethylaluminium in the presence of water, developing an enantiospecific route to tirandamycin B.
T. Shiratani, K. Kimura, K. Yoshihara, S. Hatakeyama, H. Irie and M. Miyashita, Chem. Commun., 1996, 21 DOI: 10.1039/CC9960000021
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