82131-54-2

Upstream product

• 82131-62-2 endo-2,8-trimethylene-cis-bicyclo<3.3.0>octan-8-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 32405-37-1 cis-bicyclo[3.3.0]octan-2-one 
• 24454-38-4 cis-bicyclo[3.3.0]octan-endo-2-o1 
• 82131-53-1 2-aminomethyl-2-hydroxyperhydrotriquinacene hydrochloride 
• 82167-01-9 2-aminomethyl-2-hydroxyperhydrotriquinacene 
• 82131-59-7 2-cyano-2-trimethylsilyloxyperhydrotriquinacene 
• 24736-87-6 tricyclo[5.2.1.0(4.10)]decan-2-one 
• 286-62-4 Cyclooctene oxide 
• 72028-18-3 cis-bicyclo[3.3.0]oct-endo-2-ylcarbonyl chloride 
• 7403-22-7 (+/-)-(3ar,6ac)-octahydro-pentalene-1t-carboxylic acid 
• 70598-79-7 2-methylenebicyclo<3.3.0>octane 
• 82131-60-0 endo-2,8-trimethylene-cis-bicyclo<3.3.0>octan-8-one 

Relevant academic research and scientific papers

ACID CATALYZED RING CONTRACTIONS IN ENDO-2,8-TRIMETHYLENE-CIS-BICYCLOOCTYL CATIONS TO METHYLPERHYDROTRIQUINACENES. ONE OF THE METHYL EXTRUSION PROCESSES IN THE TRICYCLOUNDECANE REARRANGEMENT

Sulfuric acid catalyzed ring contractions with extrusion of a methyl group were examined for alcohol and olefin derivatives (28-31) of endo-2,8-trimethylene-cis-bicyclooctane (11), which was one of the two possible progenitors, among altogether 69

Acid catalyzed ring contractions in endo-2,8-trimethylene-cis-bicyclo[.3.0]octyl cations to methylperhydrotriquinacenes. One of the methyl extrusion processes in the tricycloundecane rearrangement

ABS Salfuric acid catalyzed ring contractions with extrusion of a methyl group were examined for alcohol and olefin derivatives (28-31) of endo-2,8-trtmethylene-cis-bicyclo[3.3.0]octane (II), which was one of the two possible progenitors, among altogether 69 isomers, for methylperhydrotriquinacenes (6, 7 and 12), the only methyltricyclodecane intermediates found so far, in the tricyctoundecane rearrangement. Only minor amounts (1.6-2.0%) of metthylperhydrotriquinacenes were formed from these reactants 28-31, and the results support the earlier theoretical conclusion that the methyl extrusions were in general energetically quite unfavorable processes owing to the formation of primary carbinyl cations at the expense of more stable secondary bridge or tertiary bridgehead ones. Reaction pathways for these precursors 28-31 were discussed with reference to those of perhydrotriquinacene 2-carbinyl cations (33a's), which corresponded to some of the ring contraction product cations from 28-31.

Acid catalyzed ring contractions in endo-2,8-trimethylene-cis-bicyclo[3.3.0]octylcations to methylperhydrotriquinacenes. One of the methyl extrusion processes in the tricycloundecane rearrangement

Sulfuric acid catalyzed ring contractions with extrusion of a methyl group were examined for alcohol and olefin derivatives (28-31) of endo-2,8-trimethylene-cis-bicyclo[3.3.0]octane (11), which was one of the two possible progenitors, among altogether 69 isomers, for methylperhydrotriquinacenes (6, 7 and 12), the only methyltricyctodecane intermediates found so far, in the tricycloundecane rearrangement. Only minor amounts (1.6-2.0%) of methylperhydrotriquinacenes were formed from these reactants 28-31, and the results support the earlier theoretical conclusion that the methyl extrusions were in general energetically quite unfavorable processes owing to the formation of primary carbinyl cations at the expense of more stable secondary bridge or tertiary bridgehead ones. Reaction pathways for these precursors 28-31 were discussed with reference to those of perhydrotriquinacene 2-carbinyl cations (33a's), which corresponded to some of the ring contraction product cations from 28-31.