96503-91-2

Upstream product

• 7087-57-2 2,2-Dibrom-1-cyclohexyl-cyclopropan 
• 4442-79-9 cyclohexylethan-1-ol 
• 1647-26-3 1-bromo-2-cyclohexylethane 
• 109-94-4 formic acid ethyl ester 

Relevant academic research and scientific papers

Access to Functionalized 3,5-Disubstituted 1,2-Dioxolanes under Mild Conditions through Indium(III) Chloride/Trimethylsilyl Chloride or Scandium(III) Triflate Catalysis

Herein we report the use of catalytic amount of scandium(III) triflate or indium(III) chloride (with trimethylsilyl chloride) for the functionalization of endoperoxyacetals through Sakurai or Mukaiyama reactions. These catalysts allow milder and more practical conditions than those previously reported with improvements in scope and reproducibility. This method allows a full catalytic sequence from cyclopropanols to produce desired functionalized 1,2-dioxolanes. (Figure presented.).

Anti-protozoal and anti-fungal evaluation of 3,5-disubstituted 1,2-dioxolanes

Endoperoxides are a class of compounds, which is well-known for their antimalarial properties, but few reports exist about 3,5-disubstituted 1,2-dioxolanes. After having designed a new synthetic route for the preparation of these substances, they were evaluated against 4 different agents of infectious diseases, protozoa (Plasmodium and Leishmania) and Fungi (Candida and Aspergillus). Whereas moderate antifungal activity was found for our products, potent antimalarial and antileishmanial activities were observed for a few compounds. The nature of the substituents linked to the endoperoxide ring seems to play an important role in the bioactivities.

Synthesis of 3,5-Disubstituted 1,2-Dioxolanes through the Use of Acetoxy Peroxyacetals

The synthesis of acetoxyendoperoxyacetal derivatives allowed the formation of functionalized 3,5-disubstituted 1,2-dioxolanes through the formation of reactive peroxycarbenium species under Lewis acid mediation. The introduction of a neutral nucleophile s

Electrophilic Zinc Homoenolates: Synthesis of Cyclopropylamines from Cyclopropanols and Amines

Metal homoenolates, produced via C-C bond cleavage of cyclopropanols, have been extensively investigated as nucleophiles for the synthesis of β-substituted carbonyl derivatives. Herein, we demonstrate that zinc homoenolates can react as carbonyl-electrophiles in the presence of nucleophilic amines to yield highly valuable trans-cyclopropylamines in good yields and high diastereoselectivities. GSK2879552, a lysine demethylase 1 inhibitor currently in clinical trials for the treatment of small cell lung carcinoma, was synthesized using this strategy.

Applications of Cyclopropylboranes in Organic Synthesis. 1. A Stereocontrolled Route to Substituted Cyclopropanol Derivatives

Secondary and tertiary cyclopropanols are produced stereoselectively via the sequential treatment of 1,1-dibromocyclopropanes with n-butyllithium, catecholborane (or trialkylborane) and alkaline hydrogen peroxide.