Asymmetric Total Synthesis of Ieodomycin B

被引：4

作者：

Lin, Shuangjie ^{[1
]}

Zhang, Jianting ^{[1
]}

Zhang, Zhibin ^{[1
]}

Xu, Tianxiang ^{[1
]}

Huang, Shuangping ^{[1
]}

Wang, Xiaoji ^{[2
]}

机构：

[1] Jiangxi Sci & Technol Normal Univ, Sch Pharm, Fenglin Rd 605, Nanchang 330013, Jiangxi, Peoples R China

[2] Jiangxi Sci & Technol Normal Univ, Sch Life Sci, Fenglin Rd 605, Nanchang 330013, Jiangxi, Peoples R China

来源：

MARINE DRUGS | 2017年 / 15卷 / 01期

基金：

中国国家自然科学基金;

关键词：

antimicrobial; total synthesis; ieodomycin B; chelation-controlled Mukaiyama aldol reaction; STEREOSELECTIVE TOTAL-SYNTHESIS; NATURAL-PRODUCTS;

D O I：

10.3390/md15010017

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Ieodomycin B, which shows in vitro antimicrobial activity, was isolated from a marine Bacillus species. A novel asymmetric total synthetic approach to ieodomycin B using commercially available geraniol was achieved. The approach involves the generation of 1,3-trans-dihydroxyl at C-3 and C-5 positions via a Crimmins-modified Evans aldol reaction and a chelation-controlled Mukaiyama aldol reaction of a p-methoxybenzyl-protected aldehyde, as well as the generation of a lactone ring in a deprotection-lactonization one-pot reaction.

引用

页数：9

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