Literature DB >> 20442898

Gold-catalyzed efficient synthesis of azepan-4-ones via a two-step [5 + 2] annulation.

Li Cui1, Longwu Ye, Liming Zhang.   

Abstract

A surprisingly efficient synthesis of azepan-4-ones via a two-step [5 + 2] annulation is developed. This reaction involves a key gold catalysis and shows generally high regioselectivities and good to excellent diastereoselectivities.

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Year:  2010        PMID： 20442898      PMCID： PMC2867248          DOI： 10.1039/c001314e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  17 in total

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2.  Homogeneous gold-catalyzed efficient oxidative dimerization of propargylic acetates.

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3.  Homogeneous catalytic hydroamination of alkynes and allenes with ammonia.

Authors:  Vincent Lavallo; Guido D Frey; Bruno Donnadieu; Michele Soleilhavoup; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Gold-catalyzed 1,3-addition of a sp3-hybridized C-H bond to alkenylcarbenoid intermediate.

Authors:  Sabyasachi Bhunia; Rai-Shung Liu
Journal:  J Am Chem Soc       Date:  2008-12-10       Impact factor: 15.419

5.  Evolution of propargyl ethers into allylgold cations in the cyclization of enynes.

Authors:  Eloísa Jiménez-Núñez; Mihai Raducan; Thorsten Lauterbach; Kian Molawi; César R Solorio; Antonio M Echavarren
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Phosphine gold(I) bis-(trifluoromethanesulfonyl)imidate complexes as new highly efficient and air-stable catalysts for the cycloisomerization of enynes.

Authors:  Nicolas Mézailles; Louis Ricard; Fabien Gagosz
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

7.  The structure of stenine, a new alkaloid occurring in Stemona tuberosa.

Authors:  S Ueo; H Irie; H Harada
Journal:  Chem Pharm Bull (Tokyo)       Date:  1967-06       Impact factor: 1.645

8.  SYNTHESIS AND PROPERTIES OF THE ANALGESIC DL-ALPHA-1,3-DIMETHYL-4-PHENYL-4-PROPIONOXYAZACYCLOHEPTANE (PROHEPTAZINE).

Authors:  J DIAMOND; W F BRUCE; F T TYSON
Journal:  J Med Chem       Date:  1964-01       Impact factor: 7.446

9.  Gold or no gold: one-pot synthesis of tetrahydrobenz[b]azepin-4-ones from tertiary N-(but-3-ynyl)anilines.

Authors:  Li Cui; Guozhu Zhang; Yu Peng; Liming Zhang
Journal:  Org Lett       Date:  2009-03-19       Impact factor: 6.005

10.  Gold-catalyzed highly enantioselective synthesis of axially chiral allenes.

Authors:  Vanessa Kar-Yan Lo; Man-Kin Wong; Chi-Ming Che
Journal:  Org Lett       Date:  2008-01-09       Impact factor: 6.005
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  11 in total

1.  Gold-catalyzed nitrene transfer to activated alkynes: formation of α,β-unsaturated amidines.

Authors:  Chaoqun Li; Liming Zhang
Journal:  Org Lett       Date:  2011-02-25       Impact factor: 6.005

2.  Redox-neutral α-C-H bond functionalization of secondary amines with concurrent C-P bond formation/N-alkylation.

Authors:  Deepankar Das; Daniel Seidel
Journal:  Org Lett       Date:  2013-08-19       Impact factor: 6.005

3.  Mechanism of gold(I)-catalyzed rearrangements of acetylenic amine-N-oxides: computational investigations lead to a new mechanism confirmed by experiment.

Authors:  Elizabeth L Noey; Yingdong Luo; Liming Zhang; K N Houk
Journal:  J Am Chem Soc       Date:  2011-12-22       Impact factor: 15.419

4.  Gold-catalyzed highly regioselective oxidation of C-C triple bonds without acid additives: propargyl moieties as masked α,β-unsaturated carbonyls.

Authors:  Biao Lu; Chaoqun Li; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

5.  A modular, efficient, and stereoselective synthesis of substituted piperidin-4-ols.

Authors:  Li Cui; Chaoqun Li; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-22       Impact factor: 15.336

6.  [3,3]-Sigmatropic rearrangement versus carbene formation in gold-catalyzed transformations of alkynyl aryl sulfoxides: mechanistic studies and expanded reaction scope.

Authors:  Biao Lu; Yuxue Li; Youliang Wang; Donald H Aue; Yingdong Luo; Liming Zhang
Journal:  J Am Chem Soc       Date:  2013-06-03       Impact factor: 15.419

7.  Metal-free α-amination of secondary amines: computational and experimental evidence for azaquinone methide and azomethine ylide intermediates.

Authors:  Arne Dieckmann; Matthew T Richers; Alena Yu Platonova; Chen Zhang; Daniel Seidel; K N Houk
Journal:  J Org Chem       Date:  2013-04-02       Impact factor: 4.354

8.  Recent Advances in the Development of Catalytic Methods that Construct Medium-ring Lactams, Partially Saturated Benzazepines and their Derivatives.

Authors:  Wrickban Mazumdar; Tom G Driver
Journal:  Synthesis (Stuttg)       Date:  2021       Impact factor: 3.157

Review 9.  Homogeneous Gold-Catalyzed Oxidation Reactions.

Authors:  Zhitong Zheng; Xu Ma; Xinpeng Cheng; Ke Zhao; Kaylaa Gutman; Tianyou Li; Liming Zhang
Journal:  Chem Rev       Date:  2021-02-16       Impact factor: 72.087

10.  Intriguing mechanistic labyrinths in gold(I) catalysis.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2014-01-04       Impact factor: 6.222
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