124306-11-2Relevant articles and documents
Asymmetric synthesis of rauhut-currier type products by a regioselective mukaiyama reaction under bifunctional catalysis
Frias, María,Mas-Ballesté, Rubén,Arias, Saira,Alvarado, Cuauhtemoc,Alemán, José
, p. 672 - 679 (2017)
The reactivity and the regioselective functional-ization of silyl-diene enol ethers under a Afunctional organocatalyst provokes a dramatic change in the regioselectiv-ity, from the 1, 5- to the 1, 3-functionalization. This variation makes possible the 1, 3-addition of silyl-dienol ethers to nitroalkenes, giving access to the synthesis of tri- and tetrasubstituted double bonds in Rauhut-Currier type products. The process takes place under smooth conditions, nonanionic conditions, and with a high enantiomeric excess. A rational mechanistic pathway is presented based on DFT and mechanistic experiments.
Asymmetric vinylogous Mukaiyama aldol reaction of isatins under bifunctional organocatalysis: Enantioselective synthesis of substituted 3-hydroxy-2-oxindoles
Laina-Martín, Víctor,Humbrías-Martín, Jorge,Fernández-Salas, José A.,Alemán, José
supporting information, p. 2781 - 2784 (2018/03/21)
A highly enantioselective organocatalytic vinylogous Mukaiyama aldol reaction of silyloxy dienes and isatins under bifunctional organocatalysis is presented. Substituted 3-hydroxy-2-oxindoles are synthesised in good yields and enantioselectivities. These
Reaction of acylsilanes with α-sulfinyl carbanions: Regioselective synthesis of silyl enol ethers
Honda, Mitsunori,Nakajima, Tadashi,Okada, Maiko,Yamaguchi, Keita,Suda, Mitsuhiro,Kunimoto, Ko-Ki,Segi, Masahito
experimental part, p. 3740 - 3742 (2011/08/06)
The reaction of acylsilanes with α-sulfinyl carbanions such as α-lithioalkyl sulfoxide is described. The reaction proceeds to give silyl enol ethers preferentially through the initial formation of the α-silyl alkoxide intermediates. In particular, the products derived from enolizable acylsilanes were the regio-defined silyl enol ethers that cannot be obtained by usual enolization of the corresponding unsymmetrical ketones with base.