通过催化非对映选择性 Prins 反应对 1,3-二芳基丙烯进行羟甲基化:环化逻辑和获得巴西苷核。

IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL
Xin-Ting Hu, Qing-Yan Cheng, Yan-Ping Chen, Kun Li, Cai-Xian Yan, Dashan Li, Li-Dong Shao
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引用次数: 0

摘要

利用催化非对映选择性 Prins 反应对 1,3-二芳基丙烯进行羟甲基化和羟基化反应,成功制备了各种 1,3-二氧杂环 7,收率为 14-88%。利用合成中间体 7h 的优势,可以通过 Friedel-Crafts/Ullmann-Ma 而不是 Ullmann-Ma/Friedel-Crafts 反应顺序构建巴西苷核中的关键 B/C 环。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Hydroxymethylation hydroxylation of 1,3-diarylpropene through a catalytic diastereoselective Prins reaction: cyclization logic and access to brazilin core

Hydroxymethylation hydroxylation of 1,3-diarylpropene through a catalytic diastereoselective Prins reaction: cyclization logic and access to brazilin core

A catalytic diastereoselective Prins reaction for hydroxymethylation and hydroxylation of 1,3-diarylpropene was successfully utilized to prepare various 1,3-dioxanes 7 in 14–88% yields. Take advantage of the synthetic intermediate 7h, the key B/C rings in brazilin core could be constructed by the sequential of Friedel–Crafts/Ullmann-Ma rather than Ullmann-Ma/Friedel–Crafts reactions.

Graphical Abstract

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来源期刊
Natural Products and Bioprospecting
Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-
CiteScore
8.30
自引率
2.10%
发文量
39
审稿时长
13 weeks
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