Aerobic Allylation of Alcohols with Non-Activated Alkenes Enabled by Light-Driven Selenium-π-Acid Catalysis

被引：17

作者：

Rode, Katharina ^{[1
]}

Palomba, Martina ^{[2
]}

Ortgies, Stefan ^{[1
]}

Rieger, Rene ^{[1
]}

Breder, Alexander ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

[2] Univ Perugia, Dept Pharmaceut Sci, Fac Pharm, Via Fabretti 48, I-06123 Perugia, Italy

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 19期

关键词：

alcohols; allylations; alkenes; oxidations; photoredox catalysis; selenium-pi-acids; OXYSELENENYLATION-DESELENENYLATION REACTIONS; ENANTIOSELECTIVE ALLYLIC ETHERIFICATION; ASYMMETRIC-SYNTHESIS; EXPEDIENT SYNTHESIS; MOLECULAR-OXYGEN; AMINATION; CONVERSION; ETHERS; ELIMINATION; GENERATION;

D O I：

10.1055/s-0037-1609938

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new organocatalytic protocol for the aerobic dehydrogenative allylation of alcohols using non-activated alkenes as the allylating reagent and ambient air as the terminal oxidant is established. Mechanistically, the procedure relies on the interplay of a diselane and a photoredox catalyst by means of a light-induced electron transfer process. Under optimized conditions, a broad range of both cyclic and acyclic ethers is accessed with very high functional group tolerance and excellent regioselectivity.

引用

页码：3875 / 3885

页数：11

共 2 条

[1] Preparation of Oxazole Acetals from N-Propargylamides Enabled by Visible-Light-Promoted Selenium-π-Acid Catalysis
Wang, Xue Yang
Zhang, Qing Bao
Jin, Xiao Ling
Wu, Li Zhu
Liu, Qiang
CHEMPHOTOCHEM, 2021, 5 (03) : 240 - 244
[2] Unified Enantioselective Allylations and Vinylogous Reactions Enabled by Visible Light-Driven Chiral Lewis Acid Catalysis
Li, Fuyuan
Liu, Fa-Yu
Zhao, Xiaowei
Yin, Yanli
Yu, Bin
Zhang, Junmin
Jiang, Zhiyong
ACS CATALYSIS, 2024, 14 (21): : 16479 - 16487

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