81710-03-4Relevant articles and documents
A NEW ALKYLAMIDATION REACTION. REGIOSPECIFIC CONDENSATION OF CARBANIONS ON CYCLO 1,3-OXOIMMINIUM SALTS
Dreme, M.,Brunel, S.,Perchec, P. Le,Garapon, J.,Sillion, B.
, p. 4947 - 4954 (2007/10/02)
Cyclo 1,3-oxoimminium salts are found to react regiospecifically with functional carbanions.Steric effects induced at the C-2 site on salts or at the carbanionic centers promote the condensation at the C-5 or C-6 opposite sites.A bulky substituent such as 2-mesityl group is a powerful auxiliary which not only modifies the steric environment at the reactive C-2 site but also contributes to enhance the reactivity of the cyclo oxoimminium ring.
REACTION PATHS OF 1,3-OXAZOLINIUM SALTS WITH STABILIZED CARBANIONS
Dreme, Martine,Perchec, Pierre Le,Garapon, Jacques,Sillion, Bernard
, p. 73 - 74 (2007/10/02)
Reaction of stabilized carbanions with 3-methyl-2-phenyl-1,3-oxazolinium triflate occurs both C5 and C2 sites with a regioselectivity depending partially on steric effects.The reaction at C2 site can result in the formation of 1,4-oxazepin derivatives.
