108965-09-9

Upstream product

• 108965-04-4 N-(1-carbomethoxy-3,3-dimethyl-2-cyclobutyl) N-methyl pyrrolidinium iodide 
• 73330-88-8 methyl 3,3-dimethyl-2-(1-pyrrolidinyl)-cyclobutanecarboxylate 
• 108965-05-5 methyl 2,3,3-trimethylcyclobutanecarboxylate 
• 37676-91-8 methyl (3,3-dimethyl-1-cyclobutene)carboxylate 
• 108965-07-7 2,3,3-trimethylcyclobutylmethanol 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

THE STEREOCHEMISTRY OF THE INTRAMOLECULAR ELECTROPHILIC ATTACK OF AN ALDEHYDE ON A CARBON-TIN BOND

The cyclopentane-forming reaction (20-43) of (4RS,5SR)-2,2,4-trimethyl-5-trimetstannylhexanal takes place with retention of configuration at the carbon atom undergoing electrophilic substitution, in contrast to similar cyclopropane-forming reactions (e.g. 47-48), which take place with inversion of configuration.The hydride transfer (24-45) of the 4RS,5RS diastereoisomeric hexanal takes place from a conformation with hydride anti to the stannyl group.In the case of reacions which might have formed four-membered rings, fragmentation takes place (16-28 and 17-30).The presence of a phenyl ring on the carbon carrying the stannyl group interferes with the reactions designed to test the stereochemistry of the SE2 reaction, diverting the reaction to the formation of tetralins (10-26 and 34-38) or benzcycloheptenes (34-37).