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Advances in Asymmetric Tandem Reactions

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: 30 November 2024 | Viewed by 659

Special Issue Editor


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Guest Editor
School of Pharmaceutical Sciences, Shanghai Jiao Tong University, Shanghai, China
Interests: asymmetriccatalysis; 1,2-rearrangements; chiral heterocycles; quaternary stereocenters; natural products synthesis

Special Issue Information

Dear Colleagues,

One of the major goals in modern organic chemistry is to design molecules with high added value by developing highly selective synthetic methods that are economical and environmentally friendly. These requirements may be fulfilled using tandem processes, where multiple reactions take place sequentially in one synthetic operation so as to shorten the synthesis, to respect the principle of atom economy and to substitute pollutants. On the other hand, the synthesis of optically pure compounds is of great importance in medicinal chemistry. Consequently, it is rather significant to combine asymmetric processes with tandem reactions as complex chiral molecules or multiple stereogenic centers could be efficiently created in a single step. Thus far, asymmetric catalytic tandem reactions have been widely applied in the synthesis of pharmaceuticals, smart materials and complex natural and unnatural molecules.

The goal of this Special Issue is to provide a forum for scientists and researchers working in the field of tandem reactions to present their studies focusing on the latest discoveries and trends. This Special Issue welcomes original research papers as well as timely reviews.

Dr. Hua Wu
Guest Editor

Manuscript Submission Information

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Keywords

  • asymmetric synthesis
  • tandem reaction
  • chiral stereocenters
  • C-C formation
  • multiple processes

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Published Papers (1 paper)

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Research

16 pages, 1864 KiB  
Article
Organocatalyzed Enantioselective [3+2] Cycloaddition Reactions for Synthesis of Dispiro[benzothiophenone-indandione-pyrrolidine] Derivatives
by Hong-Yan Liu and Da-Ming Du
Molecules 2024, 29(20), 4856; https://doi.org/10.3390/molecules29204856 - 13 Oct 2024
Viewed by 400
Abstract
An organocatalytic enantioselective [3+2] cycloaddition reaction involving 2-arylidene-1,3-indandiones and N-2,2-difluoroethylbenzothiophenone imines was developed. This approach efficiently afforded dispiro[benzothiophenone-indandione-pyrrolidine]s, featuring three stereocenters, in 84–98% yields with 3–93% ee and 9:1–>20:1 dr. Notably, the method maintained its yield and enantioselectivity integrity even in a [...] Read more.
An organocatalytic enantioselective [3+2] cycloaddition reaction involving 2-arylidene-1,3-indandiones and N-2,2-difluoroethylbenzothiophenone imines was developed. This approach efficiently afforded dispiro[benzothiophenone-indandione-pyrrolidine]s, featuring three stereocenters, in 84–98% yields with 3–93% ee and 9:1–>20:1 dr. Notably, the method maintained its yield and enantioselectivity integrity even in a gram-scale amplification experiment. For example, the product with substituents on aromatics were obtained in 90% yield with 91% ee and >20:1 dr. Its absolute configuration was established through X-ray single-crystal diffraction analysis, and a plausible reaction mechanism was proposed. Full article
(This article belongs to the Special Issue Advances in Asymmetric Tandem Reactions)
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