Literature DB >> 28267264

Yttrium-Catalyzed Intramolecular Hydroalkoxylation/Claisen Rearrangement Sequence: Efficient Synthesis of Medium-Sized Lactams.

Bo Zhou1, Long Li1, Xin-Qi Zhu1, Juan-Zhu Yan1, Yi-Lin Guo1, Long-Wu Ye1,2.   

Abstract

An efficient yttrium-catalyzed intramolecular hydroalkoxylation/Claisen rearrangement sequence has been achieved, thus enabling facile access to a diverse array of valuable medium-sized lactams. Furthermore, a mechanistic rationale for this novel cascade reaction is well supported by a variety of control experiments.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclization; heterocycles; homogeneous catalysis; rearrangements; yttrium

Year:  2017        PMID: 28267264     DOI: 10.1002/anie.201700596

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  Organic dye-catalyzed radical ring expansion reaction.

Authors:  Masato Deguchi; Akitoshi Fujiya; Eiji Yamaguchi; Norihiro Tada; Bunji Uno; Akichika Itoh
Journal:  RSC Adv       Date:  2018-04-27       Impact factor: 4.036

2.  Facile synthesis of α-alkoxyl amides via scandium-catalyzed oxidative reaction between ynamides and alcohols.

Authors:  Zhi-Xin Zhang; Bo-Han Zhu; Pei-Xi Xie; Jia-Qi Tang; Xin-Ling Li; Chunyin Zhu; Ying-Wu Yin; Long-Wu Ye
Journal:  RSC Adv       Date:  2018-05-18       Impact factor: 4.036

3.  Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Authors:  Tezcan Guney; Todd A Wenderski; Matthew W Boudreau; Derek S Tan
Journal:  Chemistry       Date:  2018-08-02       Impact factor: 5.236

4.  Divergent synthesis of N-heterocycles via controllable cyclization of azido-diynes catalyzed by copper and gold.

Authors:  Wen-Bo Shen; Qing Sun; Long Li; Xin Liu; Bo Zhou; Juan-Zhu Yan; Xin Lu; Long-Wu Ye
Journal:  Nat Commun       Date:  2017-11-23       Impact factor: 14.919

5.  Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement.

Authors:  Bo Zhou; Ying-Qi Zhang; Kairui Zhang; Ming-Yang Yang; Yang-Bo Chen; You Li; Qian Peng; Shou-Fei Zhu; Qi-Lin Zhou; Long-Wu Ye
Journal:  Nat Commun       Date:  2019-07-19       Impact factor: 14.919

6.  Synthesis of Benzo[b]azocin-2-ones by Aryl Amination and Ring-Expansion of α-(Iodophenyl)-β-oxoesters.

Authors:  Anna Dierks; Jan Tönjes; Marc Schmidtmann; Jens Christoffers
Journal:  Chemistry       Date:  2019-10-28       Impact factor: 5.236

7.  Synthesis of medium-ring lactams and macrocyclic peptide mimetics via conjugate addition/ring expansion cascade reactions.

Authors:  Kleopas Y Palate; Zhongzhen Yang; Adrian C Whitwood; William P Unsworth
Journal:  RSC Chem Biol       Date:  2022-02-09
  7 in total

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