41577-94-0Relevant academic research and scientific papers
Iron-catalyzed hydroboration of vinylcyclopropanes
Chen, Chenhui,Shen, Xuzhong,Chen, Jianhui,Hong, Xin,Lu, Zhan
, p. 5422 - 5425 (2017)
An iron-catalyzed hydroboration of vinylcyclo-propane with HBpin is first reported for the preparation of valuable homoallylic organoboronic esters. The iron catalysts enable efficient and regioselective C-C cleavage of vinyl-cyclopropanes, stereoselectively delivering E-alkenes with good stereospecific selectivity at an allylic position. This protocol exhibits mild conditions with good functional group tolerability. The chiral homoallylic organoboronic esters could be further converted into chiral polysubstituted tetrahydrofuran and tetrahydropyran.
Solvent-dependent changes in the ene reaction of RTAD with alkenes: The cyclopropyl group as a mechanistic probe
Roubelakis, Manolis M.,Vougioukalakis, Georgios C.,Angelis, Yiannis S.,Orfanopoulos, Michael
, p. 39 - 42 (2007/10/03)
(Chemical Equation Presented) The vinylcyclopropyl moiety was used as an efficient probe to test mechanistic possibilities of the triazolinedione-alkene ene reaction. In non-hydroxylic solvents, this reaction afforded only the ene adducts via a closed three-membered aziridinium imide (Al) intermediate, whereas in hydroxylic solvents a dipolar intermediate is favored and trapped by the cyclopropyl moiety to form the corresponding cyclopropyl-rearranged solvent-trapped adducts.
