952527-33-2Relevant academic research and scientific papers
Allenic Esters from Cyclopropenones by Lewis Base Catalysis: Substrate Scope, the Asymmetric Variant from the Dynamic Kinetic Asymmetric Transformation, and Mechanistic Studies
Wei, Yin,Zhao, Wen-Tao,Yang, Yuan-Liang,Zhang, Zhen,Shi, Min
, p. 3340 - 3349 (2015/10/28)
The Lewis base catalyzed reactions of cyclopropenones with a variety of nucleophiles (alcohols, phenols, or water) were systematically investigated. We demonstrated that this kind of reaction could be used to synthesize allenic esters in moderate to excellent yields. Furthermore, more synthetically interesting axially chiral allenes in moderate to good yields and ee values were obtained in the corresponding asymmetric reaction in the presence of multifunctional chiral phosphine catalyst. The reaction mechanism was disclosed by using NMR tracing experiments, MS, and DFT calculations. Notably, the asymmetric reaction was proved to be a dynamic kinetic asymmetric transformation based on the control experiments, and the detailed mechanism of this transformation revealed by theoretical investigations.
Lewis base-catalyzed reactions of cyclopropenones: Novel synthesis of mono- or multi-substituted allenic esters
Yang, Yuan-Liang,Zhang, Zhen,Zhang, Xiao-Nan,Wang, De,Wei, Yin,Shi, Min
, p. 115 - 117 (2014/01/06)
The reactions of cyclopropenones with nucleophiles (H2O or methanol) could be catalyzed by nitrogen-containing Lewis bases or phosphorus-containing Lewis bases, affording the corresponding mono- or multi-substituted allenic esters in moderate t
Efficient synthesis of maleimides and carbazoles via Zn(OTf) 2-catalyzed tandem annulations of Lsonitriles and allenic esters
Li, Yuanzhen,Zou, Haixia,Gong, Jianxian,Xiang, Jing,Luo, Tuoping,Quan, Junmin,Wang, Guoxin,Yang, Zhen
, p. 4057 - 4060 (2008/02/11)
Lewis acid Zn(OTf)2-catalyzed tandem annulations of isonitriles and allenic esters which lead to efficient and flexible syntheses of a range of biologically significant maleimides and carbazoles and related compounds are reported. A mechanistic rationale is proposed to account for the observed reactivity.
