4.3 Article

Enantioselective Catalytic Crotylboration Based Syntheses of the C(7)-C(18(20)) Fragments of Polyketides Isolated from Streptomyces gramineus

期刊

HELVETICA CHIMICA ACTA
卷 104, 期 12, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.202100170

关键词

catalysis; catalytic crotylboration; cross-coupling; enantioselectivity; metathesis; natural products

资金

  1. Czech Science Foundation [2129124S]

向作者/读者索取更多资源

A general modular enantioselective synthetic approach was developed for the C(7)-C(18) and the C(7)-C(20) fragments belonging to E-492, actinofuranone A, and JBIR-108. The key step involves highly enantioselective crotylboration of aldehydes catalyzed by a chiral TRIP PA, leading to highly enantioenriched terminal alkenes. Followed by additional synthetic steps including Ru-catalyzed alkene cross-metathesis and Suzuki coupling reactions, the approach starts from easily available aldehydes and other reaction partners.
A general modular enantioselective synthetic approach to the C(7)-C(18) and the C(7)-C(20) fragment belonging to E-492, actinofuranone A, and JBIR-108 was developed. The crucial synthetic step relies on highly enantioselective crotylboration of aldehydes catalyzed by a chiral TRIP PA giving rise to highly enantioenriched terminal alkenes (86 and 88 % ee on the preparative scale). The alkenes were subsequently converted into the title products. Further important synthetic steps included Ru-catalyzed alkene cross-metathesis and Suzuki coupling reactions. The approach consists of five synthetic steps starting from easily available aldehydes and other reaction partners.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.3
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据