Nickel/Photoredox Dual-Catalyzed Conversion of Allyl Esters to Ketones via the Formal Deletion of Oxygen

被引：7

作者：

Shimazumi, Ryoma ^{[1
]}

Tanimoto, Riku ^{[1
]}

Tobisu, Mamoru ^{[1
,2
]}

机构：

[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Inst Open & Transdisciplinary Res Initiat ICS OTRI, Innovat Catalysis Sci Div, Suita, Osaka 5650871, Japan

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 34期

关键词：

DECARBOXYLATIVE ALLYLATION; NICKEL; DECARBONYLATION; BONDS; PD;

D O I：

10.1021/acs.orglett.3c02606

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein the catalytic conversionof allylicesters intothe corresponding ketones by the formal deletion of an oxygen atom.The key to the success of the reaction is the dual use of nickel andphotoredox catalysts; the former mediates C-O bond activationand C-C bond formation, while the latter is responsible fordeoxygenation of the acyloxy group using PPh3 as a stoichiometricreductant. Catalytic replacement of an oxygen atom of an allyl esterwith a tethered alkene is also accomplished.

引用

页码：6440 / 6445

页数：6

共 44 条

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[44] Catalytic Enantioselective Synthesis of a cis-β-Boronyl Cyclobutylcarboxyester Scaffold and Its Highly Diastereoselective Nickel/Photoredox Dual-Catalyzed Csp3-Csp2 Cross-Coupling to Access Elusive trans-β-Aryl/Heteroaryl Cyclobutylcarboxyesters (vol 11, pg 404, 2021)
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