1429317-07-6Relevant academic research and scientific papers
Base-catalyzed reaction between isatins and N-Boc-3-pyrrolin-2-one
Ramireddy, Naresh,Zhao, John C.-G.
, p. 706 - 709 (2014)
The base-catalyzed reaction between isatins and N-Boc-3-pyrrolin-2-one yields Morita-Baylis-Hillman (MBH) adducts instead of the expected aldol products in good to high yields (up to 97%). Various organic and inorganic bases are efficient catalysts for this reaction. Our study excluded the Morita-Baylis-Hillman mechanism for the formation of the MBH-type products. The MBH products are most likely formed as a result of the subsequent isomerization of the original aldol products between isatins and N-Boc-3-pyrrolin-2-one.
Direct asymmetric aldol addition-isomerization of α,β- unsaturated γ-butyrolactam with aryl α-ketoesters: Synthesis of MBH-type products
Zhang, Jinlong,Liu, Xihong,Ma, Xiaojuan,Wang, Rui
supporting information, p. 3300 - 3302 (2013/06/04)
A highly efficient direct asymmetric aldol addition-isomerization reaction at the α-position of α,β-unsaturated γ-butyrolactam and aryl α-ketoesters by using a bifunctional thiourea catalyst was achieved. Morita-Baylis-Hillman type adducts containing a quaternary stereocenter can be obtained in high yields and with excellent enantioselectivities (up to 99% ee). The Royal Society of Chemistry 2013.
