83461-08-9

Upstream product

• 63646-59-3 dimethyl 2,2-dimethyl-3-phenylthiocyclopropane-1,1-dicarboxylate 
• 67-56-1 methanol 
• 131822-92-9 1-methoxycarbonyl-2,2-dimethyl-3-phenylthiocyclopropane-carboxylic acid 

Downstream Products

• 83461-08-9 (E)-methyl 3,3-dimethyl-2-phenylthiocyclopropanecarboxylate 
• 83461-09-0 C₁₈H₂₀S₂ 
• 79345-25-8 <3,3-dimethyl-2-(phenylthio)cyclopropyl>methanol 
• 117078-00-9 (Z)-1,1-dimethyl-2-phenylsulphonyl-3-phenylsulphonylmethylcyclopropane 
• 117078-00-9 (E)-1,1-dimethyl-2-phenylsulphonyl-3-phenylsulphonylmethylcyclopropane 

Relevant academic research and scientific papers

A study of the stereochemistry of the dealkoxycarbonylation of some sulfur-substituted cyclopropanes

2-sulfenyl- and 2-sulfonyl-phenyl groups can affect the stereochemistry of the products in the reaction of some ester-stabilized cyclopropyl carbanions.As these substituents are not particurarly effective chelating groups, the possibility of the intervention of a cis anomeric effect between the sulfur atom and the more extended orbital lobe of the cyclopropyl carbanion is considered.Evidences of the intermediacy of a pyramidal ester enolate are presented.The dimethyl 3-isopropyl-2-phenylsulfonyl-1,1-cyclopropane dicarboxylate 12 undergoes dealkoxycarbonylation,probably through a ring-opening ring-closure process, to give the corresponding monoester 15 with complete control of the relative stereochemistry of the three substituents.

Diastereoselctive Dealkoxycarbonylation of Sulfur-Substituted Dialkyl Cyclopropane-1,1-dicarboxylates

In the dealkoxycarbonylation of dimethyl 2,2-dimethylcyclopropane-1,1-dicarboxylate, 3-alkylthio or 3-arylthio substituents induce moderate diastereoselection.The analogous dealkoxycarbonylation of 3-alkylsulfonyl- or 3-arylsulfonyl-substituted cyclopropa

Eliminative and Addition Reactions. Part 42. Structural Effects on Reactivity and Mechanism in Eliminative Fission of Three-membered Rings

Three aspects of eliminative fission reactions of the type (i) have been studied.First, the effects of stabilisation of the carbon leaving group, Z, by nitro and by sulphonyl groups have been compared.The results show that stabilisation by nitro produces

Eliminative Ring Fission. The retro-Thorpe-Ingold Effect

In eliminative ring fission of cyclopropanes by the E1cB)R mechanism, gem-dimethyl substitution substantially raises ΔH*; for oxirans, which react by the E2 mechanism, this retro-Thorpe-Ingold effect is insufficient to mak