22592-16-1Relevant articles and documents
Implication of a Common Trimethylenemethane Intermediate in Dimer Formation and Structural Methylenecyclopropane Rearrangement of a Bicyclohex-1-ene to a 5-alkylidenebicyclopentane
Salinaro, Richard F.,Berson, Jerome A.
, p. 2228 - 2232 (1982)
Stereospecifically labelled 2,6,6-trimethylbicyclohex-1-ene (17b), generated by α-elimination from 1,1-dibromo-6-trans-trideuteriomethylhepta-1,5-diene (8b), dimerizes to stereospecifically labelled and products, 15b and 16b, and to
Direct Conversion of Terpenylalkanolamines to Ethylidyne N-Nitroso Compounds
Abidi, S. L.
, p. 2687 - 2694 (2007/10/02)
A series of mono- and diterpenylalkanolamines bearing isopropylidene functionality on the terpene group was reacted with sodium nitrite in aqueous acetic acid to yield ethylidyne N-nitroso analogues.The key feature of this direct conversion involved initial N-nitrosation followed by apparent elimination of a "CH4" unit (not necessarily methane) from the isopropylidene double bond.The product distribution data for ethylidyne nitrosamines derived from tertiary terpenyl alkanolamines reflect the conformational outcome of the nitrosative dealkylation process.For β,γ-unsaturated allylic diterpenylethanolamines, electronic effects appeared to be important for controlling the product distribution of ethylidyne nitrosamines in light of the highly selective α-cleavage observed in the nitrosation reactions.