Asymmetric Synthesis of the Tetracyclic Core of Venezuelaene B

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-01 DOI:10.1021/acs.orglett.5c00301

Louxi Chen, Chao-Han Zhang, Junyang Liu, Jianwei Sun, Chuang-Chuang Li

引用次数: 0

Abstract

A concise and efficient approach for the asymmetric synthesis of the tetracyclic core of venezuelaene B is described. Its uncommon and synthetically challenging [5–5–6–7] tetracyclic skeleton was constructed via a mild acid-promoted type I [5+2] cycloaddition, followed by a diastereoselective intramolecular Pauson–Khand reaction. The described chemistry establishes the feasibility of constructing the [5–5–6–7] tetracyclic core and several desired stereocenters (C2, C10, C11, and C14) of the final product.

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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.