20937-22-8Relevant academic research and scientific papers
Evidence for concerted processes in the course of the homoallenylic transposition
Aouf, Chahinez,Galy, Nicolas,Santelli, Maurice
, p. 3225 - 3233 (2013/04/24)
The hydrolysis of β-allenic tosylates produces mainly 2-methylenecyclobutanols resulting from a homoallenylic participation along with isomeric 2-methylenecyclobutanol minor products coming from a 1234-1243 rearrangement. Structures of various cyclopropylvinyl carbocations involved in the course of the hydrolysis have been determined by computational studies. For acyclic tosylates, the hydrolysis of one β-deuterated allenic tosylate confirmed the nucleophilic attack on the corresponding nonclassical carbonium ion before its evolution to a more stable cyclopropylvinyl carbocation. In the case of one cyclic β-allenic tosylate, the structure of the products has been checked by the use of deuterated isotopomer.
A mechanistic dichotomy in ruthenium-catalyzed propargyl alcohol reactivity: A novel hydrative diyne cyclization
Trost, Barry M.,Rudd, Michael T.
, p. 11516 - 11517 (2007/10/03)
The cycloisomerization of diyne-ols catalyzed by [CpRu(CH3CN)3]PF6 to 2-vinyl-1-acylcycloalkenes proceeds via a ruthenacyclopentadiene involving initial ionization of the tertiary or secondary alcohol, followed by readditi
