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  • Title: Synthetic studies of an 18-membered antitumor macrolide, tedanolide. 5. Stereoselective synthesis of the C13-C23 part via condensation of two fragments, C13-C17 and C18-C21, by taking advantage of the 3,4-dimethoxybenzyl protecting group.
    Author: Zheng BZ, Maeda H, Mori M, Kusaka S, Yonemitsu O, Matsushima T, Nakajima N, Uenishi J.
    Journal: Chem Pharm Bull (Tokyo); 1999 Sep; 47(9):1288-96. PubMed ID: 10517009.
    Abstract:
    An efficient and stereoselective synthesis of the C13-C23 part (8) was achieved starting from methyl (R)- and (S)-3-hydroxy-2-methylpropionates (9) via coupling of the C13-C17 aldehyde (6), prepared by Evans asymmetric aldol reaction, with the C18-C21 iodoalkene (5b) by taking advantage of the 3,4-dimethoxybenzyl protecting group.
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