187971-83-1

Upstream product

• 24157-02-6 4-bromo-1,1-dimethoxybutane 
• 10468-40-3 cyclohexanone N-cyclohexylimine 

Downstream Products

• 172877-34-8 methyl (2E)-6-(2-trimethylsilyloxy-1-cyclohexenyl)-2-hexenoate 
• 172877-28-0 2-<(4E)-5-(methoxycarbonyl)-4-pentenyl>cyclohexan-1-one 
• 151408-90-1 2-<(4Z)-5-(methoxycarbonyl)-4-pentenyl>cyclohexan-1-one 
• 277334-09-5 (1R,2S,3S,7S)-2-[(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyloxycarbonyl]-1-(trimethylsiloxy)tricyclo[5.4.0.0^3,7]undecane 
• 277334-06-2 2-{[(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyloxycarbonyl]-(4E)-4-pentenyl}cyclohexanone 
• 142055-94-5 1-Oxo-2-(4-oxobutyl)-cyclohexan 

Relevant academic research and scientific papers

Unexpected Prins cyclization: Iron-promoted cyclization/hydration of alkynyl-dimethyl acetals

Unexpected products containing acyl-substituted unsaturated seven-membered carbocycle were synthesized by FeCl3-promoted intramolecular Prins cyclization of alkynyl-dimethylacetals in good yields. It is remarkable that the synthesized 7-exocycl

Facile and stereoselective access to nonracemic tricyclic cyclobutanes by asymmetric intramolecular Michael-aldol reaction: Thermodynamic equilibrium and activation by iodonium ion

Intramolecular Michael-aldol reactions of (-)-phenylmenthyl enoates tethered to cycloalkanone affords tricyclic cyclobutanes with high degrees of diastereochemical control. Kinetic and thermodynamic studies revealed that the Michael-aldol reaction is reversible under conditions in which trimethylsilyl iodide is used in the presence of hexamethyldisilazane at ambient temperature. Different levels of diastereoselectivity are observed when this cyclization process is carried out under kinetic vs thermodynamic conditions. Finally, an influence of added iodonium donors on the reaction rate has been noted.

Synthesis of polycyclic cyclobutane derivatives by tandem intramolecular Michael-aldol reaction under two complementary conditions: TBDMSOTf-Et3N and TMSI-(TMS)2NH

The treatment of αβ-unsaturated esters having a ketone function at an appropriate position with either TBDMSOTf in the presence of Et3N or TMSI in the presence of (TMS)2NH provided, via a tandem intramolecular Michael-aldol reaction sequence, several different types of cyclobutane derivatives. The two reaction conditions were complementary. Tricyclo[4.2.1.03,8]nonanes 34 and 55, tricyclo[5.1.104,8]nonane 40, tricyclo[5.4.0.03,7]undecane 51, tetracyclo[5.4.0.03,7.09,11]undecane 45, and the bicyclo[3.2.0]heptanes 56, 57, and 58, which have structures either partially or completely similar to those of endiandric acids A (1a), B (1b), and C (2), trihydroxydecipiadiene (3), lintenone (4), italicene (5), and filifolone (6), were stereoselectively synthesized by the tandem reaction.