Literature DB >> 25093760

Rh(II)/Brønsted acid cocatalyzed intramolecular trapping of ammonium ylides with enones: diastereoselective synthesis of 2,2,3-trisubstituted indolines.

Liqin Jiang1, Renqi Xu, Zhenghui Kang, Yixiao Feng, Fengxia Sun, Wenhao Hu.   

Abstract

Highly diastereoselective intramolecular trapping of ammonium ylides with enones has been developed through a Rh(II)/Brønsted acid cocatalytic strategy. This process allows rapid and efficient construction of N-unprotected polyfunctional 2,2,3-trisubstituted indolines in moderate to good yields with excellent diastereoselectivity.

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Year:  2014        PMID: 25093760     DOI: 10.1021/jo501282h

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


  3 in total

1.  Rh(II)-mediated domino [4 + 1]-annulation of α-cyanothioacetamides using diazoesters: A new entry for the synthesis of multisubstituted thiophenes.

Authors:  Jury J Medvedev; Ilya V Efimov; Yuri M Shafran; Vitaliy V Suslonov; Vasiliy A Bakulev; Valerij A Nikolaev
Journal:  Beilstein J Org Chem       Date:  2017-11-30       Impact factor: 2.883

2.  Unusual reactions of diazocarbonyl compounds with α,β-unsaturated δ-amino esters: Rh(II)-catalyzed Wolff rearrangement and oxidative cleavage of N-H-insertion products.

Authors:  Valerij A Nikolaev; Jury J Medvedev; Olesia S Galkina; Ksenia V Azarova; Christoph Schneider
Journal:  Beilstein J Org Chem       Date:  2016-08-25       Impact factor: 2.883

3.  Rhodium catalyzed diastereoselective synthesis of 2,2,3,3-tetrasubstituted indolines from N-sulfonyl-1,2,3-triazoles and ortho-vinylanilines.

Authors:  Dongari Yadagiri; Angula Chandra Shekar Reddy; Pazhamalai Anbarasan
Journal:  Chem Sci       Date:  2016-05-24       Impact factor: 9.825

  3 in total

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