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

IF 3.3 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

引用次数: 0

Abstract

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.