钯催化下通过逆-氧-迈克尔加成法构建具有两个相邻立体中心的邻苯二甲酸盐

IF 5.5 1区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chinese Journal of Chemistry Pub Date : 2024-08-21 DOI:10.1002/cjoc.202400612

Li-Xia Liu, Tong Niu, Yu-Qing Bai, Yong-Gui Zhou

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引用次数: 0

摘要

综合摘要具有光学活性的邻苯二甲酸酯在许多天然和生物活性产品中十分普遍。本文通过钯催化的不对称烯丙基烷基化反应，开发了一种新的动态动力学解析异苯并呋喃酮衍生物的方法，以高产率合成了具有邻接季基和叔基立体中心的邻苯二甲酰脲衍生物，并显示出优异的化学、对映和非对映选择性。此外，克级实验进展顺利，产物的转化可以构建桥式双环骨架。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-Catalyzed Construction of Phthalides Bearing Two Adjacent Stereocenters through Retro-oxa-Michael Addition

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Palladium-Catalyzed Construction of Phthalides Bearing Two Adjacent Stereocenters through Retro-oxa-Michael Addition

Optically active phthalides are prevalent in many natural and bioactive products. Herein, a novel dynamic kinetic resolution of isobenzofuranone derivatives through palladium-catalyzed asymmetric allylic alkylation has been developed to synthesize phthalide derivatives bearing vicinal quaternary and tertiary stereocenters with high yields, showing excellent chemo-, enantio- and diastereoselectivity. Furthermore, gram-scale experiment underwent smoothly and the transformation of product could build a bridged bicyclic skeleton.

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来源期刊

Chinese Journal of Chemistry 化学-化学综合

CiteScore

8.80

自引率

14.80%

发文量

422

审稿时长

1.7 months

期刊介绍： The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.