Literature DB >> 24473105

Recent progress towards transition metal-catalyzed synthesis of γ-lactams.

Long-Wu Ye1, Chao Shu, Fabien Gagosz.   

Abstract

The occurrence of the γ-lactam unit in the framework of various biologically active compounds has greatly contributed to the design and development of new synthetic transformations to access this important structural motif. Among the numerous methods developed so far, those based on transition metal catalysis are of high value as they generally allow efficient and selective access to functionalized γ-lactams under rather mild reaction conditions. An overview of the recent advances in this field is presented herein. Metal-catalyzed processes are reviewed by highlighting their specificity and applicability, and the mechanistic rationale is presented where possible.

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Year:  2014        PMID: 24473105     DOI: 10.1039/c3ob42181c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  13 in total

1.  Enantioselective Synthesis of γ-Lactams by Lewis Base Catalyzed Sulfenoamidation of Alkenes.

Authors:  Jesse L Panger; Scott E Denmark
Journal:  Org Lett       Date:  2019-12-20       Impact factor: 6.005

2.  H· Transfer-Initiated Synthesis of γ-Lactams: Interpretation of Cycloisomerization and Hydrogenation Ratios.

Authors:  Chris Lorenc; Hunter B Vibbert; Chengbo Yao; Jack R Norton; Michael Rauch
Journal:  ACS Catal       Date:  2019-10-09       Impact factor: 13.084

3.  Nickel-Catalyzed Enantioselective Reductive Alkyl-Carbamoylation of Internal Alkenes.

Authors:  Xianqing Wu; Aneta Turlik; Baixue Luan; Feng He; Jingping Qu; K N Houk; Yifeng Chen
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-25       Impact factor: 16.823

4.  Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(S,E)-5-oxo-3-styryl-1-tosylpyrrolidine-2,2-dicarboxylate.

Authors:  Christian M Chaheine; Conner J Song; Paul T Gladen; Daniel Romo
Journal:  Organic Synth       Date:  2021

5.  Ligand Enabled Pd(II)-Catalyzed γ-C(sp3)-H Lactamization of Native Amides.

Authors:  Shuang Liu; Zhe Zhuang; Jennifer X Qiao; Kap-Sun Yeung; Shun Su; Emily C Cherney; Zheming Ruan; William R Ewing; Michael A Poss; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2021-12-16       Impact factor: 16.383

6.  Cobalt-catalysed site-selective intra- and intermolecular dehydrogenative amination of unactivated sp(3) carbons.

Authors:  Xuesong Wu; Ke Yang; Yan Zhao; Hao Sun; Guigen Li; Haibo Ge
Journal:  Nat Commun       Date:  2015-03-10       Impact factor: 14.919

7.  A Facile Direct Route to N-(Un)substituted Lactams by Cycloamination of Oxocarboxylic Acids without External Hydrogen.

Authors:  Hu Li; Hongguo Wu; Heng Zhang; Yaqiong Su; Song Yang; Emiel J M Hensen
Journal:  ChemSusChem       Date:  2019-07-17       Impact factor: 8.928

8.  Amino-Functionalized Multiwall Carbon Nanotubes as Efficient Basic Catalysts for the Formation of γ-Lactams: Synthesis of N-1-Heptenyl-2-pyrrolidinone.

Authors:  Niurka Barrios-Bermúdez; Arisbel Cerpa-Naranjo; María Luisa Rojas-Cervantes
Journal:  Nanomaterials (Basel)       Date:  2022-02-18       Impact factor: 5.076

9.  Asymmetric and Site-Selective [3 + 2]-Annulations for the Synthesis of High-Value Bicyclic Lactams.

Authors:  Dimitris Kalaitzakis; Manolis Sofiadis; Myron Triantafyllakis; Konstantinos Daskalakis; Georgios Vassilikogiannakis
Journal:  Org Lett       Date:  2018-02-08       Impact factor: 6.005

10.  A Gold Carbene Manifold to Prepare Fused γ-Lactams by Oxidative Cyclisation of Ynamides.

Authors:  Fernando Sánchez-Cantalejo; Joshua D Priest; Paul W Davies
Journal:  Chemistry       Date:  2018-10-30       Impact factor: 5.236

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