通过 Ti-Multicatalysis 实现羧酸的对映体选择性脱氧氨基氰化。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-11-08 Epub Date: 2024-10-28 DOI:10.1021/acs.orglett.4c03244

Giovani Gutierrez, Jason A Wilt, Samirah Muhammad, Emily Girotti, Diego Rodriguez, Byoungmoo Kim

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引用次数: 0

摘要

羧酸是重要的合成构件，具有货架期稳定性、结构多样性和广泛的商业可用性。尽管羧酸具有显著的合成效用，但羧酸的直接对映体选择性脱氧官能化仍然很少见。我们利用一种新型 TiIV 多元催化体系对羧酸进行了对映体选择性脱氧氨基氰化，该体系可将羧酸的每个 C-O 键催化修饰为 C-C、C-N 和 C-H 键，从而生成对映体富集的手性 α-氨基腈（高达 98:2）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis.

Carboxylic acids are valued synthetic building blocks that offer shelf life stability, structural diversity, and wide commercial availability. Despite the remarkable synthetic utility of carboxylic acids, a direct enantioselective deoxygenative functionalization of carboxylic acids remains rare. We present enantioselective deoxygenative amino-cyanation of carboxylic acids using a novel Ti^IV-multicatalytic system that catalytically modified each C-O bond of carboxylic acid to C-C, C-N, and C-H bonds, generating enantio-enriched chiral α-amino nitriles (up to 98:2 er).

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.