Organoselenium-catalyzed selectivity-switchable oxidation of β-ionone-Reference-Cited by-同舟云学术

Organoselenium-catalyzed selectivity-switchable oxidation of β-ionone

Published:2016 Issue:6 Volume:6 Page:1804-1809
ISSN:2044-4753
Container-title:Catalysis Science & Technology
language:en
Short-container-title:Catal. Sci. Technol.

Author:

Yu Lei¹²³⁴⁵,Bai Zengbing¹²³⁴⁵,Zhang Xu¹²³⁴⁵,Zhang Xiaohong¹²³⁴⁵,Ding Yuanhua¹²³⁴⁵,Xu Qing¹²³⁴⁵

Affiliation:

1. Jiangsu Co-innovation Center for Prevention and Control of Important Animal Infectious Diseases and Zoonoses

2. School of Chemistry and Chemical Engineering

3. Yangzhou University

4. Yangzhou

5. China

Abstract

The selectivities of the oxidations of β-ionone 1 were switched by the organoselenium catalyst used. [3,5-(CF₃)₂C₆H₃Se]₂ led to (E)-5,6-epoxy-β-ionone (2, 72% yield), while (PhCH₂Se)₂ gave the major Baeyer–Villiger oxidation product 3 in excellent yield (91%).

Publisher

Royal Society of Chemistry (RSC)

Subject

Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2016/CY/C5CY01395J

Reference56 articles.

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2. A. Ogawa , in Main Group Metals in Organic Synthesis, ed. H. Yamamoto and K. Oshima, Wiley-VCH, Weinheim, 2004, vol. 2, p. 813

3. Organoselenium and Organotellurium Compounds: Toxicology and Pharmacology

4. T. Wirth , Organoselenium Chemistry: Synthesis and Reactions, Wiley-VCH, Weinheim, 2011

5. Synthesis of Heterocycles via Electrophilic Cyclization of Alkynes Containing Heteroatom

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