对映选择性合成(+)-neovibsanins A和B的改进方法

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-03-21 DOI:10.1016/j.tetlet.2025.155552

Tomoyuki Esumi , Emi Matsuo , Mitsuki Tanahara , Tadashi Hyodo , Kentaro Yamaguchi , Hirofumi Yamamoto , Yoshinori Asakawa

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引用次数: 0

摘要

以(E)-天葵酸为原料，仅用6步合成了(+)-neovibsanins A和B对映选择性合成的关键中间体。采用策略不对称1,4加成反应和不对称醛醇反应，构建手性四烷基化（全碳）季中心相邻的连续手性中心，并采用Grubbs催化剂进行合环复合反应，形成a环部分可有效减少通往关键中间体的步数。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Improved approach to the enantioselective synthesis of (+)-neovibsanins A and B

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Improved approach to the enantioselective synthesis of (+)-neovibsanins A and B

A key intermediate in the enantioselective synthesis of (+)-neovibsanins A and B was synthesized from (E)-geranic acid in only six steps. Strategic asymmetric 1,4-addition and asymmetric aldol reactions were used to construct successive chiral centers adjacent to a chiral tetraalkylated (all‑carbon) quaternary center and ring closing metathesis using Grubbs catalyst, forming the A-ring moiety was effective in reducing the number of steps leading to the key intermediate.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.