Synthetic studies of an 18-membered antitumor macrolide, tedanolide. 5. Stereoselective synthesis of the C13-C23 part via condensation of two fragments, C13-C17 …

…, S KUSAKA, O YONEMITSU, T MATSUSHIMA…

Index: Zheng, Bao-Zhong; Maeda, Hiroshi; Mori, Michiko; Kusaka, Shin-Ichi; Yonemitsu, Osamu; Matsushima, Tomohiro; Nakajima, Noriyuki; Uenishi, Jun-Ichi Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 9 p. 1288 - 1296

Full Text: HTML

Citation Number: 28

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 Evens asymmetric aldol reaction, with the C18-C21 iodoalkene (5b) by taking advantage of the 3, 4-dimethoxybenzyl protecting group.