Panaxydiol和(-)- virol C的全合成。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-10-14 DOI:10.1021/acs.joc.5c02020

Brian K Osei-Badu,Justin T Mohr

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引用次数: 0

摘要

报道了一种直接合成panaxydiol(1)和(-)- virrol C(2)的方法。这一策略突出了硅氧二烯的γ-多卤烷基化反应在靶向合成中的实用性，使功能化共轭π体系的构建成为可能，为进一步的操作奠定了基础。钛介导的对映选择性转化能够实现不对称合成，并识别出通过全合成解决的意想不到的面部选择性差异。

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Total Synthesis of Panaxydiol and (-)-Virol C.

A direct approach to the total synthesis of panaxydiol (1) and (-)-virol C (2) is reported. This strategy highlights the utility of γ-polyhaloalkylation reactions of siloxydienes in target-directed synthesis, enabling the construction of functionalized conjugated π-systems poised for further manipulation. Titanium-mediated enantioselective transformations enable asymmetric synthesis and identify an unexpected discrepancy in facial selectivity that is resolved by total synthesis.

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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.