65405-66-5Relevant articles and documents
Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I
Cao, Fu-Rong,Lu, Guangying,Ren, Jiangmeng,Wang, Di,Zeng, Bu-Bing
, (2021/06/21)
A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.
Practical synthesis of (E)-α,β-unsaturated carboxylic acids using a one-pot hydroformylation/decarboxylative Knoevenagel reaction sequence
Kemme, Susanne T.,?mejkal, Tomá?,Breita, Bernhard
supporting information; experimental part, p. 989 - 994 (2009/05/27)
Combining the regioselective room temperature/ambient pressure hydroformylation and a modification of the Doebner-Knoevenagel reaction allowed for the development of an efficient, one-pot procedure for the synthesis of (E)-α,β-unsaturated carboxylic acids. The reaction proceeds under mild conditions, tolerates a variety of functional groups and gives (E)-α,β-unsaturated carboxylic acids in good yields and with excellent regio-and stereocontrol. The practicability of this process has been demonstrated by a short protecting group-free synthesis of the queen honeybee pheromones 9-ODA[( E)-9-oxodec-2-enoic acid] and 9-HDA[( E)-9-hydroxydec-2-enoic acid].
Chemoselectivity in the ruthenium-catalyzed redox isomerization of allyl alcohols
Trost, Barry M.,Kulawiec, Robert J.
, p. 2027 - 2036 (2007/10/02)
Adjustment of oxidation level by internal hydrogen reorganization represents a highly efficient synthetic protocol. Cyclopentadienylbis(triphenylphosphine)ruthenium chloride in the presence of triethylammonium hexafluorophosphate catalyzes the redox isomerization of allyl alcohols to their saturated aldehydes or ketones. High chemoselectivity is observed since simple primary and secondary alcohols and isolated double bonds are not affected by this catalyst. The reaction is sensitive to the degree of substitution on the double bond and requires relatively unhindered olefins. Switching to indenylbis(triphenylphosphine)ruthenium chloride in the presence of triethylammonium hexafluorophosphate significantly expands the scope of the reaction to substrates bearing more substituted olefinic linkages and to cyclic substrates of rings containing eight or more members. The mechanism is probed by deuterium labeling, which shows that the metal catalyzes an intramolecular 1,3-hydrogen shift of the carbinol hydrogen to the terminal olefinic position.