立体选择性合成(R)-全反式13,14-二氢视黄醇和-视黄酸

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-02-20 DOI:10.1021/acs.joc.4c03173

Paul Wienecke, Adriaan J. Minnaard

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引用次数: 0

摘要

维生素A（或全反式视黄醇）代谢产物参与了广泛的细胞过程。然而，由于它们的可用性非常有限，对其生物学作用的研究受到阻碍。本文报道了维生素a代谢物(R)-全反式13,14-二氢视黄醇和-视黄酸的立体选择性全合成，采用e -选择性HWE烯烃和Ru（II）催化的分子内7-内切硅氢化反应作为关键步骤。

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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Stereoselective Synthesis of (R)-all-trans-13,14-Dihydroretinol and -Retinoic Acid

Vitamin A (or all-trans-retinol) metabolites are involved in a wide range of cellular processes. However, the investigation of their biological role is hampered due to their very limited availability. Herein we report a stereoselective total synthesis of the vitamin A metabolites (R)-all-trans-13,14-dihydroretinol and -retinoic acid, applying an E-selective HWE olefination and a Ru(II) catalyzed intramolecular 7-endo-dig hydrosilylation as the key steps.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.