Catalytic enantioselective iodolactonization reactions

Organic & Biomolecular Chemistry
Renate KristianslundTrond Vidar Hansen

Abstract

The halolactonization reaction is a useful chemical transformation for the construction of lactones from γ- or δ-substituted alkenoic carboxylic acids or carboxylic esters. Traditionally, the stereoselectivity of these reactions has been controlled by the substrates or the reagents. The substrate-controlled method has been extensively studied and applied in the synthesis of many natural products. However, catalytic, enantioselective iodolactonizations of γ- or δ-substituted alkenoic carboxylic acids have only recently been developed. This review article highlights the advances that have emerged over the last decade.

References

Jan 28, 1970·Journal of the American Chemical Society·E J CoreyN M Weinshenker
Sep 24, 1969·Journal of the American Chemical Society·E J CoreyW Huber
Feb 14, 2002·Organic Letters·Jürgen HaasThomas Wirth
Dec 18, 2003·Journal of the American Chemical Society·Sung Ho KangChul Min Park
Jul 29, 2004·Chemical Society Reviews·Andrew N FrenchThomas Wirth
Apr 25, 2007·The Journal of Organic Chemistry·Staffan TorssellPeter Somfai
Mar 4, 2008·Organic Letters·Quan Zhou, Barry B Snider
Oct 14, 2008·Journal of the American Chemical Society·Jeremiah P MalerichViresh H Rawal
Jun 6, 2009·Organic Letters·George Majetich, Jeremy L Grove
Aug 31, 2010·Angewandte Chemie·Gemma E Veitch, Eric N Jacobsen
Mar 15, 2011·Chemical Society Reviews·R Ian StorerLyn H Jones
Apr 3, 2012·Journal of the American Chemical Society·Mark C Dobish, Jeffrey N Johnston
May 25, 2012·Chemistry : a European Journal·Kenichi MuraiHiromichi Fujioka
Jun 26, 2012·Angewandte Chemie·Xiaojian JiangYing-Yeung Yeung
Nov 15, 2012·Organic Letters·Jørn E TungenTrond V Hansen
Mar 13, 2014·Organic Letters·Xiang NiJin-Pei Cheng
Sep 10, 2014·Chemical Communications : Chem Comm·Kenichi MuraiHiromichi Fujioka
Jan 24, 2015·Nature Chemistry·Alexander J CresswellScott E Denmark
Feb 3, 2016·Angewandte Chemie·Won-jin Chung, Christopher D Vanderwal
Mar 13, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Xin HanChune Dong
Aug 27, 2016·The Journal of Organic Chemistry·Marius AursnesTrond V Hansen
Feb 6, 2018·Journal of the American Chemical Society·Matthew T KnoweJeffrey N Johnston
Feb 13, 2018·Organic Letters·Daniel W Klosowski, Stephen F Martin
Mar 20, 2018·Journal of Natural Products·Renate KristianslundTrond V Hansen

❮ Previous
Next ❯

Citations

Apr 22, 2020·Organic & Biomolecular Chemistry·Takumi NakamuraSeiji Shirakawa
Sep 8, 2020·Chemistry : a European Journal·Jonathan BockUlrich Hennecke
Jan 20, 2021·Organic Letters·David Kieslich, Jens Christoffers
Nov 17, 2020·Frontiers in Chemistry·Mikk Kaasik, Tõnis Kanger
Aug 6, 2021·Journal of the American Chemical Society·Yuk-Cheung ChanYing-Yeung Yeung
Aug 27, 2019·The Journal of Organic Chemistry·Jørn Eivind TungenTrond Vidar Hansen
Mar 3, 2020·ACS Sustainable Chemistry & Engineering·Georg T HöflerFrank Hollmann
Dec 9, 2021·Chemical Communications : Chem Comm·Arunachalam Kesavan, Pazhamalai Anbarasan

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.