Literature DB >> 26470031

Enantioselective Synthesis of Highly Substituted Chromans via the Oxa-Michael-Michael Cascade Reaction with a Bifunctional Organocatalyst.

Prasenjit Saha1, Arnab Biswas1, Nagaraju Molleti1, Vinod K Singh1,2.   

Abstract

A highly enantioselective synthesis of chiral chroman derivatives via an oxa-Michael-Michael cascade reaction has been developed using a bifunctional thiourea organocatalyst. The products were obtained with excellent enantioselectivities (up to >99%), good yields (up to 95%), and diastereoselectivities (up to 5:1).

Entities:  

Year:  2015        PMID： 26470031     DOI： 10.1021/acs.joc.5b01751

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

Review 1.  Chalcone: A Privileged Structure in Medicinal Chemistry.

Authors:  Chunlin Zhuang; Wen Zhang; Chunquan Sheng; Wannian Zhang; Chengguo Xing; Zhenyuan Miao
Journal:  Chem Rev       Date:  2017-05-10       Impact factor: 60.622

2.  Racemic hemiacetals as oxygen-centered pronucleophiles triggering cascade 1,4-addition/Michael reaction through dynamic kinetic resolution under iminium catalysis. Development and mechanistic insights.

Authors:  Ane Orue; Uxue Uria; David Roca-López; Ignacio Delso; Efraím Reyes; Luisa Carrillo; Pedro Merino; Jose L Vicario
Journal:  Chem Sci       Date:  2017-01-30       Impact factor: 9.825

Review 3.  Recent Advances in Asymmetric Organocatalyzed Conjugate Additions to Nitroalkenes.

Authors:  Diego A Alonso; Alejandro Baeza; Rafael Chinchilla; Cecilia Gómez; Gabriela Guillena; Isidro M Pastor; Diego J Ramón
Journal:  Molecules       Date:  2017-05-29       Impact factor: 4.411

4.  Synthesis of (Het)aryl 2-(2-hydroxyaryl)cyclopropyl Ketones.

Authors:  Alexander A Fadeev; Alexey O Chagarovskiy; Anton S Makarov; Irina I Levina; Olga A Ivanova; Maxim G Uchuskin; Igor V Trushkov
Journal:  Molecules       Date:  2020-12-05       Impact factor: 4.411

5.  Asymmetric synthesis of polysubstituted chiral chromans via an organocatalytic oxa-Michael-nitro-Michael domino reaction.

Authors:  Cheng-Ke Tang; Kai-Xiang Feng; Ai-Bao Xia; Chen Li; Ya-Yun Zheng; Zhen-Yuan Xu; Dan-Qian Xu
Journal:  RSC Adv       Date:  2018-01-17       Impact factor: 3.361

6.  Enantioselective Michael/Hemiketalization Cascade Reactions between Hydroxymaleimides and 2-Hydroxynitrostyrenes for the Construction of Chiral Chroman-Fused Pyrrolidinediones.

Authors:  Dong-Hua Xie; Cheng Niu; Da-Ming Du
Journal:  Molecules       Date:  2022-08-10       Impact factor: 4.927

Review 7.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411
  7 in total

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