108401-99-6Relevant articles and documents
A novel stereocontrolled synthesis of 1,2-trans cyclopropyl ketones via suzuki-type coupling of acid chlorides with cyclopropylboronic acids.
Chen,Deng
, p. 1649 - 1651 (2000)
[reaction: see text] The palladium-catalyzed cross-coupling reaction of cyclopropylboronic acids with acyl chlorides was achieved by the combination of Ag(2)O and K(2)CO(3) as the base. Highly enantiomerically enriched cyclopropyl ketones (ee >90%) were also obtained by the reaction of corresponding chiral cyclopropylboronic acids.
OPENING OF THE CYCLOPROPANE RING IN α-BROMOCYCLOPROPYL KETONES BY THE ACTION OF TRIPHENYLPHOSPHINE
Kulinkovich, O. G.,Tischenko, I. G.,Sviridov, S. V.
, p. 885 - 888 (2007/10/02)
The reaction of a series of α-bromocyclopropyl ketones substituted in the three-membered ring with triphenylphosphine in alcohols in the presence of catalytic amounts of hydrochloric acid leads to the formation of the products from opening of the cyclopropane ring.Under analogous conditions 1-benzoyl-1-bromocyclopropane undergoes reductive dehalogenation.In boiling methanol 7-exo-benzobicycloheptane is converted into trans-1-bromo-2-benzoylmethylcyclohexane by the action of a mixture of triphenylphosphine and 1-benzoyl-1-bromocyclopropane and also by a mixture of triphenylphosphine and carbon tetrabromide.
