Literature DB >> 24168348

Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

Tuan-Jie Li1, Zhong-Qiu Liu, Hong-Mei Yin, Chang-Sheng Yao, Bo Jiang, Xiang-Shan Wang, Shu-Jiang Tu, Xiu-Ling Li, Guigen Li.   

Abstract

A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.

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Year:  2013        PMID： 24168348      PMCID： PMC3876276          DOI： 10.1021/jo401969g

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


  77 in total

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Authors:  Vedula M Sharma; K V Adi Seshu; C Vamsee Krishna; P Prasanna; V Chandra Sekhar; A Venkateswarlu; Sriram Rajagopal; R Ajaykumar; Dhanvanthri S Deevi; N V S Rao Mamidi; R Rajagopalan
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2.  Concerted synthesis of a spirobicyclic type-VI beta-turn mimic of Pro-Pro-Pro-NH2.

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Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005

3.  Isolation, structure elucidation, and biomimetic total synthesis of versicolamide B, and the isolation of antipodal (-)-stephacidin A and (+)-notoamide B from Aspergillus versicolor NRRL 35600.

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Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Hydrophilic pyrazine dyes as exogenous fluorescent tracer agents for real-time point-of-care measurement of glomerular filtration rate.

Authors:  Raghavan Rajagopalan; William L Neumann; Amruta R Poreddy; Richard M Fitch; John N Freskos; Bethel Asmelash; Kimberly R Gaston; Karen P Galen; Jeng-Jong Shieh; Richard B Dorshow
Journal:  J Med Chem       Date:  2011-06-27       Impact factor: 7.446

5.  Formation of pentacyclic structures by a domino sequence on cyclic enamides.

Authors:  Gedu Satyanarayana; Caecilia Maichle-Mössmer; Martin E Maier
Journal:  Chem Commun (Camb)       Date:  2009-01-30       Impact factor: 6.222

6.  Synthesis of dihydrothiophenes or spirocyclic compounds by domino reactions of 1,3-thiazolidinedione.

Authors:  Jing Sun; Li-Li Zhang; Er-Yan Xia; Chao-Guo Yan
Journal:  J Org Chem       Date:  2009-05-01       Impact factor: 4.354

7.  A one-pot multicomponent strategy for stereospecific construction of tricyclic pyrrolo[1,2-a]quinolines.

Authors:  Tuan-Jie Li; Hong-Mei Yin; Chang-Sheng Yao; Xiang-Shan Wang; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  Chem Commun (Camb)       Date:  2012-12-21       Impact factor: 6.222

8.  Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-ones.

Authors:  F Scott Kimball; Ashok Rao Tunoori; Samuel F Victory; Dinah Dutta; Jonathan M White; Richard H Himes; Gunda I Georg
Journal:  Bioorg Med Chem Lett       Date:  2007-06-13       Impact factor: 2.823

9.  Unexpected solvent-free cycloadditions of 1,3-cyclohexanediones to 1-(pyridin-2-yl)-enones mediated by manganese(III) acetate in a ball mill.

Authors:  Guan-Wu Wang; Ya-Wei Dong; Ping Wu; Ting-Ting Yuan; Ye-Bing Shen
Journal:  J Org Chem       Date:  2008-08-19       Impact factor: 4.354

10.  The domino multicomponent allylation reaction for the stereoselective synthesis of homoallylic alcohols.

Authors:  Lutz F Tietze; Tom Kinzel; C Christian Brazel
Journal:  Acc Chem Res       Date:  2009-02-17       Impact factor: 22.384
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