285124-04-1Relevant articles and documents
Stereoselective Synthesis of Functionalized Pyrrolidines by the Diverted N-H Insertion Reaction of Metallocarbenes with β-Aminoketone Derivatives
Nicolle, Simon M.,Lewis, William,Hayes, Christopher J.,Moody, Christopher J.
, p. 3749 - 3753 (2016)
A highly stereoselective route to functionalized pyrrolidines by the metal-catalyzed diverted N-H insertion of a range of diazocarbonyl compounds with β-aminoketone derivatives is described. A number of catalysts (rhodium(II) carboxylate dimers, copper(I) triflate, and an iron(III) porphyrin) are shown to promote the process under mild conditions to give a wide range of highly substituted proline derivatives. The reaction starts as a metallocarbene N-H insertion but is diverted by an intermolecular aldol reaction. The metal-catalyzed reaction of diazocarbonyl compounds with β-aminoketone derivatives leads to highly substituted pyrrolidines with excellent diastereoselectivity under mild reaction conditions. The reaction starts as a metallocarbene N-H insertion but is diverted by an intermolecular aldol reaction.
Three component synthesis of β-amino carbonyl compounds using indium trichloride-catalyzed one-pot Mannich-type reaction in water
Loh, Teck-Peng,Liung, Sarah B. K. W.,Tan, Kee-Leng,Wei, Lin-Li
, p. 3227 - 3237 (2007/10/03)
The use of indium trichloride as catalyst in a one-pot Mannich reaction in water gives high yields for the formation of β-aminoketones/esters/acids is described. The catalyst can be recycled when the reaction is complete (Loh T.-P.; Wei L.-L. Tetrahedron Lett. 1998, 39, 323). (C) 2000 Elsevier Science Ltd.
