A novel approach to the stereoselective semi-synthesis of GM-237354 by employing a highly β-selective glycosylation

A novel approach to the stereoselective semi-synthesis of GM-237354 by employing a highly β-selective glycosylation
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DOI:
10.1016/s0040-4039(02)01531-9
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发表时间:
2002-09-16
影响因子:
1.8
通讯作者:
Konosu, T
Konosu, T
中科院分区:
化学4区
文献类型:
--
作者:
Arai, M;Kaneko, S;Konosu, T

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GM-237354(1)是一种有效的真菌延伸因子2抑制剂,其合成是以索达菌素为起始原料,使用高度立体选择性的糖基化反应作为关键步骤实现的。利用2-脱氧-2-碘-吡喃葡萄糖基乙酸酯6a进行糖基化,得到作为单一产物的糖苷8,并且8容易地转化为1。(C)2002爱思唯尔科技有限公司版权所有。
Synthesis of GM-237354 (1), a potent inhibitor of fungal elongation factor 2, was achieved starting from sordaricin using a highly stereoselective glycosylation reaction as a key step. Glycosylation utilizing 2-deoxy-2-iodo-glycopyranosyl acetate 6a gave glycoside 8 as a single product, and 8 was easily converted into 1. (C) 2002 Elsevier Science Ltd. All rights reserved.