Synthetic Study of (9S)-9-Dihydroerythronolide A via Witting-Horner Coupling of C1-C6 and C7-C15 Segments

Abstract

As part of a study directed at the total synthesis of (9S)-9-dihydroerythronolide A, Wittig-Horner coupling was carried out between the C7-C15 segment, (2S, 3R, 4S, 5R, 6R, 7R)-3, 5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-2, 4, 6-trimethylnonanal synthesized from the C9-C15 triol, and the C1-C6 segment, diethyl (2RS, 4S, 5R, 6R)-6-tert-butyldimethylsilyloxy-4-(3, 4-dimethoxybenzyloxy)-2-oxo-1, 3, 5-trimethylhexylphosphonate synthesized from the C1-C5 diol, to obtain the C1-C15 enone, although the yield was poor.