Literature DB >> 16846209

Design and synthesis of new classes of heterocyclic C-glycoconjugates and carbon-linked sugar and heterocyclic amino acids by asymmetric multicomponent reactions (AMCRs).

Alessandro Dondoni1, Alessandro Massi.   

Abstract

While chemical efficiency relies on several factors, the multicomponent reaction (MCR) approach was considered as a powerful synthetic tool for preparing target molecules of biological relevance in an efficient manner. Four classes of new bioactive molecules were designed and synthesized by asymmetric MCRs, in some cases with the cooperation of polymer-assisted solution-phase (PASP) technique. These include (a) C-glycosyl dihydropyrimidines and dihydropyridines via Biginelli and Hantzsch cyclocondensations, (b) C-glycosyl beta-amino acids via Mannich- and Reformatsky-type reactions, (c) C-glycosyl beta-lactams via Staudinger reaction, and (d) heterocyclic alpha-amino acids (glycine and alanine) via the Biginelli and Hantzsch reactions.

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Year:  2006        PMID: 16846209     DOI: 10.1021/ar068023r

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  13 in total

1.  Parallel synthesis of natural product-like polyhydroxylated pyrrolidine and piperidine alkaloids.

Authors:  Yi-Fan Chang; Chih-Wei Guo; Ting-Hao Chan; Yi-Wen Pan; En-Lun Tsou; Wei-Chieh Cheng
Journal:  Mol Divers       Date:  2010-06-20       Impact factor: 2.943

2.  Convenient synthesis of polyfunctional dihydrothiophenes with tandem reaction of 1,3-thiazolidinedione, aldehyde, arylamine and ethyl cyanoacetate.

Authors:  Jing Sun; Er-Yan Xia; Rong Yao; Chao-Guo Yan
Journal:  Mol Divers       Date:  2010-09-17       Impact factor: 2.943

3.  Antibacterial and antioxidant assay of novel heteroaryl-substituted methane derivatives synthesized via ceric ammonium nitrate (CAN) catalyzed one-pot green approach.

Authors:  Monika Verma; Ajay Thakur; Shikha Kapil; Renu Sharma; Ajay Sharma; Ruchi Bharti
Journal:  Mol Divers       Date:  2022-07-03       Impact factor: 2.943

Review 4.  Inductive heating and flow chemistry - a perfect synergy of emerging enabling technologies.

Authors:  Conrad Kuhwald; Sibel Türkhan; Andreas Kirschning
Journal:  Beilstein J Org Chem       Date:  2022-06-20       Impact factor: 2.544

5.  An efficacious protocol for C-4 substituted 3,4-dihydropyrimidinones. Synthesis and calcium channel binding studies.

Authors:  Kamaljit Singh; Divya Arora; Danielle Falkowski; Qingxin Liu; Robert S Moreland
Journal:  European J Org Chem       Date:  2009-07-01

6.  Eutectic salt catalyzed environmentally benign and highly efficient Biginelli reaction.

Authors:  Najmadin Azizi; Sahar Dezfuli; Mohmmad Mahmoodi Hahsemi
Journal:  ScientificWorldJournal       Date:  2012-04-29

7.  A new paradigm for designing ring construction strategies for green organic synthesis: implications for the discovery of multicomponent reactions to build molecules containing a single ring.

Authors:  John Andraos
Journal:  Beilstein J Org Chem       Date:  2016-11-16       Impact factor: 2.883

8.  ArCH(OMe)₂--a Pt(IV)-catalyst originator for diverse annulation catalysis.

Authors:  Subhadeep Ghosh; Saikat Khamarui; Krishnanka S Gayen; Dilip K Maiti
Journal:  Sci Rep       Date:  2013-10-18       Impact factor: 4.379

Review 9.  Multicomponent reactions in nucleoside chemistry.

Authors:  Mariola Koszytkowska-Stawińska; Włodzimierz Buchowicz
Journal:  Beilstein J Org Chem       Date:  2014-07-29       Impact factor: 2.883

10.  An Efficient, Eco-friendly and Sustainable One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Directly from Alcohols Catalyzed by Heteropolyanion-Based Ionic Liquids.

Authors:  Renzhong Fu; Yang Yang; Xudong Ma; Yu Sun; Jin Li; Hang Gao; Huaxing Hu; Xiaojun Zeng; Jun Yi
Journal:  Molecules       Date:  2017-09-11       Impact factor: 4.411

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