Literature DB >> 31747265

Traceless Solid-Phase Organic Synthesis.

Naděžda Cankařová1, Eva Schütznerová1, Viktor Krchňák1,2.   

Abstract

Traceless solid-phase synthesis represents an ultimate sophisticated synthetic strategy on insoluble supports. Compounds synthesized on solid supports can be released without a trace of the linker that was used to tether the intermediates during the synthesis. Thus, the target products are composed only of the components (atoms, functional groups) inherent to the target core structure. A wide variety of synthetic strategies have been developed to prepare products in a traceless manner, and this review is dedicated to all aspects of traceless solid-phase organic synthesis. Importantly, the synthesis does not need to be carried out on a linker designed for traceless synthesis; most of the synthetic approaches described herein were developed using standard, commercially available linkers (originally devised for solid-phase peptide synthesis). The type of structure prepared in a traceless fashion is not restricted. The individual synthetic approaches are divided into eight sections, each devoted to a different methodology for traceless synthesis. Each section consists of a brief outline of the synthetic strategy followed by a description of individual reported syntheses.

Year:  2019        PMID: 31747265     DOI: 10.1021/acs.chemrev.9b00465

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  6 in total

1.  Development of Rapid and Facile Solid-Phase Synthesis of PROTACs via a Variety of Binding Styles.

Authors:  Hanqiao Xu; Takashi Kurohara; Reina Takano; Hidetomo Yokoo; Norihito Shibata; Nobumichi Ohoka; Takao Inoue; Mikihiko Naito; Yosuke Demizu
Journal:  ChemistryOpen       Date:  2022-07       Impact factor: 2.630

Review 2.  Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application.

Authors:  Naděžda Cankařová; Viktor Krchňák
Journal:  Int J Mol Sci       Date:  2020-12-01       Impact factor: 5.923

3.  Automated synthesis of prexasertib and derivatives enabled by continuous-flow solid-phase synthesis.

Authors:  Chenguang Liu; Jiaxun Xie; Wenbin Wu; Mu Wang; Weihao Chen; Shabana Binte Idres; Jiawei Rong; Lih-Wen Deng; Saif A Khan; Jie Wu
Journal:  Nat Chem       Date:  2021-04-19       Impact factor: 24.427

Review 4.  Diketomorpholines: Synthetic Accessibility and Utilization.

Authors:  Lan Phuong Vu; Michael Gütschow
Journal:  ACS Omega       Date:  2021-12-22

5.  Traceless solid-phase synthesis and β-turn propensity of 1,3-thiazole-based peptidomimetics.

Authors:  Aizhan Abdildinova; Young-Dae Gong
Journal:  RSC Adv       Date:  2021-01-04       Impact factor: 3.361

6.  Organocatalytic Reduction of Aromatic Nitro Compounds: The Use of Solid-Supported Phenyl(2-quinolyl)methanol.

Authors:  Donatella Giomi; Jacopo Ceccarelli; Antonella Salvini; Marika Pinto; Alberto Brandi
Journal:  ACS Omega       Date:  2022-09-23
  6 in total

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