932-56-9Relevant articles and documents
Facile ring opening of siloxy cyclopropanes by photoinduced electron transfer. A new way to β-keto radicals
Rinderhagen, Heiko,Waske, Prashant A.,Mattay, Jochen
, p. 6589 - 6593 (2007/10/03)
Siloxy cyclopropanes undergo ring opening and fragmentation of formal silyl cations under formation of β-keto radicals. These reactive intermediates can be used in inter- and intramolecular addition reactions leading to complex ring systems if more than one unsaturated side chain is present in the starting material. Beside some synthetic examples mainly the mechanism will be discussed focusing on the structure of the primarily formed radical cations, the regioselectivity of cyclopropane cleavage (endo vs exo ring opening), leaving of the silyl group, and termination by H-transfer.
Ring enlargement of α-ethylidenecycloalkanones to β-alkylidenecycloalkanones induced by trimethylstannyllithium/aldehyde equivalents/Lewis acids
Fujiwara,Tokuyasu,Sato
, p. 289 - 296 (2007/10/02)
α-Ethylidenecycloalkanones underwent a ring enlargement to β-alkylidenecycloalkanones upon a treatment with trimethylstannyllithium/aldehyde equivalents/Lewis acids with high stereoselectivity.
Studies on the chemistry of diols and cyclic ethers-53. Dehydration of 1,1-bishydroxymethylcycloalkanes: A quest for a 1,3-hydride shift
Molnar, Arpad,Bucsi, Imre,Bartok, Mihaly
, p. 4929 - 4936 (2007/10/02)
A study of the sulphuric acid-catalysed dehydrations of 1,1-bishydroxymethyl-cyclopropane, - cyclobutane, - cyclopentane and -cyclohexane (1a-1d) revealed that the product distributions are determined by the relative stabilities of carbenium ions and der kinetic control furnished evidence of a 1,3-hydride shift.