Literature DB >> 33471020

Recent advances in ring-opening of donor acceptor cyclopropanes using C-nucleophiles.

Koena Ghosh1, Subhomoy Das2.   

Abstract

Ring-opening transformations of donor-acceptor cyclopropanes (DAC) with carbon-centered nucleophiles is a simple, straight-forward approach to 1,3-bifunctional compounds that has witnessed remarkable progress over the past several years. To date, different reactivity patterns of DACs have been successfully exploited in racemic/stereoselective syntheses of various acyclic compounds or carbocycles with an impressive structural diversity. The thriving strategies have been successfully utilized in multistep synthesis of complex target molecules. Herein, the recent advances (2015-present) in the ring-opening of DAC involving electron rich arenes and indoles, active methylene compounds, various dipolarophiles, organoborates/boronates, vinyl ethers etc. following Friedel-Crafts alkylation, annulation/formal cycloaddition reaction, organocatalytic reaction, Nazarov cyclisation etc. are presented.

Entities:  

Year:  2021        PMID: 33471020     DOI: 10.1039/d0ob02437f

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


  4 in total

1.  Intramolecular photochemical [2 + 1]-cycloadditions of nucleophilic siloxy carbenes.

Authors:  Amanda Bunyamin; Carol Hua; Anastasios Polyzos; Daniel L Priebbenow
Journal:  Chem Sci       Date:  2022-02-25       Impact factor: 9.825

2.  Reactions of a Four-Membered Borete with Carbon, Silicon, and Gallium Donor Ligands: Fused and Spiro-Type Boracycles.

Authors:  Zeynep Güven; Lars Denker; Hadi Dolati; Daniela Wullschläger; Bartosz Trzaskowski; René Frank
Journal:  Chemistry       Date:  2022-04-21       Impact factor: 5.020

3.  Enantioselective (8+3) Cycloadditions by Activation of Donor-Acceptor Cyclopropanes Employing Chiral Brønsted Base Catalysis.

Authors:  David A McLeod; Mathias Kirk Thøgersen; Casper Larsen Barløse; Mette Louise Skipper; Erlaitz Basabe Obregón; Karl Anker Jørgensen
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-31       Impact factor: 16.823

4.  Inherent Reactivity of Spiro-Activated Electrophilic Cyclopropanes.

Authors:  Patrick M Jüstel; Alexandra Stan; Cedric D Pignot; Armin R Ofial
Journal:  Chemistry       Date:  2021-10-22       Impact factor: 5.020

  4 in total

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