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

被引：0

作者：

Zheng, BZ

Maeda, H

Mori, M

Kusaka, S

Yonemitsu, O ^{[1
]}

Matsushima, T

Nakajima, N

Uenishi, J

机构：

[1] Okayama Univ Sci, Dept Chem, Okayama 7000005, Japan

[2] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[3] Toyama Prefectural Univ, Ctr Biotechnol, Toyama 9390398, Japan

[4] Kyoto Pharmaceut Univ, Kyoto 6078414, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1999年 / 47卷 / 09期

关键词：

macrolide; stereoselective synthesis; Evans asymmetric aldol reaction; protecting group; Wittig reaction;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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.

引用

页码：1288 / 1296

页数：9

共 32 条

[1] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis [J].