铱/酸双催化α-和β-萘酚系链烯丙基醇的不对称分子内烯丙基脱芳烃反应。

IF 3.9 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemistry - A European Journal Pub Date : 2024-11-21 DOI:10.1002/chem.202403664

Amit Shikari, Subhas Chandra Pan

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引用次数: 0

摘要

在铱/酸双催化下，首次开发了烯丙基醇系α-和β-萘酚的分子内烯丙基脱芳烃催化对映体选择性。很容易制备出含有邻接三级和四级碳立体中心的多种多环螺酮，产率从好到高，具有很高的非对映选择性和中等到极好的对映选择性。在合成转化过程中，还出现了不寻常的反马尔科夫尼科夫瓦克氧化反应。

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Iridium/Acid-Dual Catalyzed Enantioselective Intramolecular Allylic Dearomatization Reaction of Allylic Alcohol Tethered α- and β-Naphthols.

The first catalytic enantioselective intramolecular allylic dearomatization of allylic alcohol tethered α- and β-naphthols has been developed with iridium/acid-dual catalysis. A wide range of polycyclic spiroketones containing vicinal tertiary and quaternary carbon stereocenters were readily prepared in good to high yields with high diastereo- and moderate to excellent enantioselectivities. An unusual anti-Markovnikov Wacker oxidation has also been shown in synthetic transformations.

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来源期刊

Chemistry - A European Journal 化学-化学综合

CiteScore

7.90

自引率

4.70%

发文量

1808

审稿时长

1.8 months

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