Efficient and selective reduction protocols of the 2,2-dimethyl-1,3-benzodioxan-4-one functional group to readily provide both substituted salicylaldehydes and 2-hydroxybenzyl alcohols

The Journal of Organic Chemistry
Naval Bajwa, Michael P Jennings

Abstract

Two complementary procedures have been developed that selectively allow for the synthesis of either substituted salicylaldehydes or the corresponding 2-hydroxylbenzyl alcohols upon treatment of the 2,2-dimethyl-1,3-benzodioxan-4-one functional group with DIBAL-H or LAH, respectively.

References

Jan 1, 1970·Journal of Pharmaceutical Sciences·M ShipchandlerP K Gupta
Mar 23, 2002·Journal of Natural Products·Joan MalmstrømAntonio Rosales
Jul 26, 2003·Journal of Natural Products·Chung-Ren SuTian-Shung Wu
Dec 18, 2003·Chemistry : a European Journal·K C NicolaouParaskevi Giannakakou
Feb 3, 2005·Angewandte Chemie·Omid Soltani, Jef K De Brabander
Mar 18, 2005·Journal of Medicinal Chemistry·Susanna TchilibonKenneth A Jacobson
Aug 12, 2005·Organic Letters·Sergei Bolshakov, James L Leighton
Sep 27, 2005·Journal of Natural Products·Kithsiri B HerathSheo B Singh

❮ Previous
Next ❯

Citations

Jun 18, 2017·Organic Letters·Sandhya BadrinarayananMargaret A Brimble
Nov 24, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Francisco Ayala-MataL Gerardo Zepeda
Dec 10, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Ulises A Carrillo-ArcosSusana Porcel
Aug 1, 2007·Angewandte Chemie·Giuliano C ClososkiPaul Knochel
Jan 26, 2008·Organic & Biomolecular Chemistry·Emma L PearsonMichael N Paddon-Row
Mar 28, 2008·The Journal of Organic Chemistry·Mette Louise H MantelTroels Skrydstrup
Sep 2, 2008·The Journal of Organic Chemistry·Vikas Kumar, Arun K Shaw
Jun 28, 2014·Organic Letters·Liyan SongRongbiao Tong
Jun 1, 2014·Chemical Research in Toxicology·Sivaprasad AttaluriFrancis Johnson

❮ 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.