1346013-05-5Relevant articles and documents
Organocatalytic Asymmetric Synthesis of Bridged Acetals with Spirooxindole Skeleton
Balha, Megha,Pan, Subhas Chandra
, p. 14703 - 14712 (2018)
The first highly diastereo- and enantioselective synthesis of bridged O,O-acetals embedded with spirooxindoles has been developed. Dioxindoles and 2-hydroxy cinnamaldehydes were employed as the reaction partners in this method. The desired products were obtained via diaryl prolinol TBS ether catalyzed Michael reaction followed by acetal formation with TFA.
Direct Access to Bridged Tetrahydroquinolines and Chromanes via an InCl3-Catalyzed Sequential Three-Component Cascade
Vachan,Karuppasamy, Muthu,Jan, Gowsia,Bhuvanesh, Nattamai,Maheswari, C. Uma,Sridharan, Vellaisamy
, p. 8062 - 8073 (2020)
A sequential three-component cascade process was developed for the synthesis of bridged tetrahydroquinolines and chromanes bearing 2,6-methanobenzo[d][1,3]diazocine and 2,6-methanobenzo[g][1,3]oxazocine scaffolds, respectively, in good yields from readily
Substrate-Controlled Chemo-/Enantioselective Synthesis of α-Benzylated Enals and Chiral Cyclopropane-Fused 2-Chromanone Derivatives
Byeon, Huimyoung,Ryu, Sunghyeon,Yoo, Eun Jeong,Yang, Jung Woon
supporting information, p. 5085 - 5091 (2021/09/20)
Substrate-controlled cascade reactions between α,β-unsaturated aldehydes or their analogues and 2,4-dinitrobenzyl chloride in the presence of a chiral secondary amine as the catalyst and base were developed, to obtain a broad spectrum of α-benzylated enals and enantioenriched cyclopropane-fused chroman-2-one derivatives. The cyclopropane-tethered iminium ion clearly served as a key intermediate in these reactions to trigger stereochemical outcomes, one of which was supported by a control experiment. (Figure presented.).
Novel cinnamaldehyde-based aspirin derivatives for the treatment of colorectal cancer
Lu, Shan,Obianom, Obinna N.,Ai, Yong
supporting information, p. 2869 - 2874 (2018/07/25)
Colorectal cancer (CRC) is a leading cause of mortality worldwide. Current treatments of CRC involve anti-cancer agents with relatively good efficacy but unselectively target both cancer and non-cancer cells. Thus, there is a need to discover and develop
Substrate-Controlled, One-Pot Synthesis: Access to Chiral Chroman-2-one and Polycyclic Derivatives
Sun, Xue-Li,Chen, Ying-Han,Zhu, Dan-Yang,Zhang, Yan,Liu, Yan-Kai
supporting information, p. 864 - 867 (2016/03/04)
Based on the appropriate choice of electrophiles, one-pot, multicomponent, enantioselective domino reactions have been realized which contain a five-step sequence and provide highly efficient access to potentially bioactive chroman-2-one derivatives as a single diastereoisomer with excellent enantioselectivities and in high yields. This new strategy could significantly improve the previous protocol by directly starting from commercial 2-hydroxybenzaldehydes rather than preformed lactols, which have to be synthesized in several additional steps. (Chemical Equation Presented).
A cascade reaction actuated by nucleophilic heterocyclic carbene catalyzed intramolecular addition of enals via homoenolate to α,β-unsaturated esters: Efficient synthesis of coumarin derivatives
Sinu,Padmaja,Ranjini,Lakshmi, K. C. Seetha,Suresh, Eringathodi,Nair, Vijay
supporting information, p. 68 - 71 (2013/03/28)
A nucleophilic heterocyclic carbene mediated intramolecular homoenolate reaction strategy for the efficient synthesis of 4-alkyl substituted coumarins is described.
