1398681-75-8Relevant academic research and scientific papers
Enantioselective [4 + 2] Cycloaddition/Cyclization Cascade Reaction and Total Synthesis of cis-Bis(cyclotryptamine) Alkaloids
Xu, Jian,Li, Runze,Xu, Nian,Liu, Xiaohua,Wang, Fei,Feng, Xiaoming
supporting information, p. 1856 - 1861 (2021/03/08)
The asymmetric catalytic synthesis of 3-cyclotryptamine substituted oxindoles through formal [4 + 2] cycloaddition/cyclization cascade is described. A wide range of cyclotryptamine derivatives were obtained in enantioenriched form under mild reaction conditions and were found to have potential anticancer activity. The strategy enables ready assembly of cyclotryptamine subunits at the C3a-C3a′ positions with two quaternary stereogenic centers in cis-selectivity, leading to the concise synthesis of optically active cis-bis(hexahydropyrroloindole) and others of the cyclotryptamine alkaloid family.
Organocatalytic enantioselective stereoablative hydroxylation of 3-halooxindoles: An effective method for the construction of enantioenriched 3-substituted 3-hydroxy-2-oxindoles
Liao, Yu-Hua,Wu, Zhi-Jun,Han, Wen-Yong,Zhang, Xiao-Mei,Yuan, Wei-Cheng
, p. 8916 - 8920 (2012/10/08)
3-Substituted oxindoles as electrophilic partners: An unprecedented method for the construction of hydroxylated 3-substituted oxindoles in high yields and excellent enantioselectivities through stereoablative hydroxylation of 3-halooxindoles with an organocatalyst has been developed. This process not only differs from the common convention of using 3-substituted oxindoles as nucleophiles, but also provides a viable entry to optically active 3-substituted 3-hydroxy-2-oxindoles (see scheme).
