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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.

作者信息

Zheng B Z, Maeda H, Mori M, Kusaka S, Yonemitsu O, Matsushima T, Nakajima N, Uenishi J

机构信息

Department of Chemistry, Okayama University of Science, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1999 Sep;47(9):1288-96. doi: 10.1248/cpb.47.1288.

DOI:10.1248/cpb.47.1288
PMID: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.

摘要

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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.
Chem Pharm Bull (Tokyo). 1999 Sep;47(9):1288-96. doi: 10.1248/cpb.47.1288.
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引用本文的文献

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Total syntheses of (+)-tedanolide and (+)-13-deoxytedanolide.（+）-泰德内酯和（+）-13-脱氧泰德内酯的全合成。
J Am Chem Soc. 2008 Dec 3;130(48):16407-16. doi: 10.1021/ja8063205.