Picoloyl protecting group in synthesis: focus on a highly chemoselective catalytic removal.,Organic & Biomolecular Chemistry

当前位置： X-MOL 学术 › Org. Biomol. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Picoloyl protecting group in synthesis: focus on a highly chemoselective catalytic removal.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-06-10 , DOI: 10.1039/d0ob00803f
Scott A Geringer ₁ , Michael P Mannino ₁ , Mithila D Bandara ₁ , Alexei V Demchenko ₁

Affiliation

The picoloyl ester (Pico) has proven to be a versatile protecting group in carbohydrate chemistry. It can be used for the purpose of stereocontrolling glycosylations via an H-bond-mediated Aglycone Delivery (HAD) method. It can also be used as a temporary protecting group that can be efficiently introduced and chemoselectively cleaved in the presence of practically all other common protecting groups used in synthesis. Herein, we will describe a new method for rapid, catalytic, and highly chemoselective removal of the picoloyl group using inexpensive copper(II) or iron(III) salts.

中文翻译：

合成中的吡啶甲酰基保护基：专注于高度化学选择性催化去除。

吡啶甲酸酯（Pico）已被证明是碳水化合物化学中的通用保护基。它可以用于通过H键介导的糖苷配基传递（HAD）方法立体控制糖基化的目的。它也可以用作临时保护基团，在合成中使用的所有其他常用保护基团的存在下，可以有效地引入和化学选择性地裂解。在本文中，我们将描述一种使用廉价的铜（II）或铁（III）盐快速，催化和高度化学选择性去除甲基吡啶基的新方法。

更新日期：2020-07-01

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11