PdBr 2 ‐Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10‐Phenanthrenedioxyacetal

PdBr 2 ‐Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10‐Phenanthrenedioxyacetal

We developed a new acetalization method of ketones and aldehydes under non‐acidic conditions using diazophenanthrenequinone and PdBr 2 . The formed acetals that have a phenanthrene skeleton withstand under mild acidic conditions. Removal of acetals was successfully proceeded under strong acidic or o...

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Veröffentlicht in:European journal of organic chemistry 2020-09, Vol.2020 (33), p.5319-5322
Hauptverfasser: Kitamura, Mitsuru, Fujimura, Ryo, Nishimura, Tomoaki, Takahashi, Shuhei, Shimooka, Hirokazu, Okauchi, Tatsuo
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container_end_page 5322
container_issue 33
container_start_page 5319
container_title European journal of organic chemistry
container_volume 2020
creator Kitamura, Mitsuru
Fujimura, Ryo
Nishimura, Tomoaki
Takahashi, Shuhei
Shimooka, Hirokazu
Okauchi, Tatsuo
description We developed a new acetalization method of ketones and aldehydes under non‐acidic conditions using diazophenanthrenequinone and PdBr 2 . The formed acetals that have a phenanthrene skeleton withstand under mild acidic conditions. Removal of acetals was successfully proceeded under strong acidic or oxidation conditions using aqueous ceric ammonium nitrate (CAN) to afford corresponding ketones and aldehydes.
doi_str_mv 10.1002/ejoc.202000315
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title PdBr 2 ‐Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10‐Phenanthrenedioxyacetal
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