53544-46-0

Upstream product

• 75-21-8 oxirane 
• 138467-05-7 C₇H₁₁BrMg 
• 3917-29-1 -vinyl-aether 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 18448-47-0 methyl cyclohex-1-ene-1-carboxylate 
• 24731-17-7 ethyl 2-(2-oxocyclohexyl)acetate 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 4845-04-9 1-cyclohexene-1-methanol 
• 53544-45-9 ethyl (2-methylidenylcyclohexyl)acetate 

Downstream Products

• 3991-38-6 2-(2-methylenecyclohexyl)acetaldehyde 
• 343974-48-1 (+/-)-1-(2-iodoethyl)-2-methylenecyclohexane 
• 869101-47-3 (1R,3aR,5R,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-5-[2-(2-methylene-cyclohexyl)-ethyl]-octahydro-inden-4-one 
• 343974-40-3 (1R,3aR,4S,5R,7aR)-4-Allyl-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-5-[2-(2-methylene-cyclohexyl)-ethyl]-octahydro-inden-4-ol 
• 1069131-56-1 2-[2-(2-methylidenecyclohexyl)ethyl]isoindoline-1,3-dione 
• 41825-83-6 2-<2-(β-toluenesulfonyloxy)ethyl>-1-methylenecyclohexane 
• 79618-37-4 diethyl <2-(2-methylenecyclohexyl)ethyl>propanedioate 
• 79618-34-1 2-methylene-4-(2-methylenecyclohexyl)butanol 
• 79618-38-5 2-Methyl-4-(2-methylene-cyclohexyl)-butan-1-ol 
• 99128-27-5 1-(1,3-dithiacyclohexyl)-2-(2-methylenecyclohexyl)ethane 
• 99128-28-6 3-(2'-methylenecyclohexyl)propanal 
• 99128-26-4 1-(2-bromoethyl)-2-methylidenecyclohexane 
• 348135-65-9 (+/-)-1-(3-butynyl)-2-methylenecyclohexane 

Relevant academic research and scientific papers

Intermolecular photoreaction of benzenecarbothioamide with γ, δ-unsaturated ketones: Application to synthesis of cycloalkane [c]-fused pyridines

Irradiation of benzenecarbothioamide with (2-methylene-cycloalkyl)acetaldehyde in benzene gives cycloalkane [c]-fused pyridines in moderate yields.

RCM for the construction of novel steroid-like polycyclic systems. 1. Studies on the synthesis of a PreD3-D3 transition state analogue

Natural and nonnatural polycyclic systems containing eight-membered carbocycles constitute a large class of compounds of importance in organic chemistry, biology, and medicine. Here we describe a new strategy by which complex polycyclic steroid-like systems can be constructed on the steroid CD framework, by a combination of RCM and Heck cyclizations. The method is exemplified by its application to the stereoselective synthesis of 6-8-6 fused carbocyclic systems that mimic the putative transition structure of the isomerization of previtamin D3 to vitamin D3.

Reductive, Radical-Induced Cyclizations of 5-Hexenals as a Biomimetic Model of the Chemistry of Secologanin Formation

A model reaction for studying the mechanism of the biological conversion of the iridoid loganin (1) to the secoiridoid secologanin (2) is the reductive, radical-induced cyclization of secologanin tetraacetate (4) to loganin tetraacetate.Treatment of 4 with Mg and Me3SiCl in THF at room temperature gives a mixture of the four possible C-6 and C-7 epimers of loganin tetraacetate in which the natural stereochemistry predominates.This result suggests that the biochemical event, which involves cleavage of the C-6 and C-7 bond of 1 in forming 2, may be a homolytic process that is initiated by formation of a carbon radical at C-8.The scope of the cyclization reaction, which formally occurred in a 5-hexanal moiety in 4, is defined by studies of the cyclization of six other δ,ε-unsaturated aldehydes.The results illustrate a new way for ring annulation through the reductive, radical-induced cyclization of δ,ε-unsaturated aldehydes.

Copper(I) Catalysis of Olefin Photoreactions. 10. Synthesis of Multicyclic Carbon Networks by Photobicyclization

The synthetic utility of copper-catalyzed photobicyclization for construction of tricyclic ring systems is explored.UV irradiation of several monocyclic β- and γ-(4-pentenyl)allyl alcohols in the presence of copper(I) trifluoromethanesulfonate (CuOTf) gen