Literature DB >> 21090705

NHC-catalyzed spiro bis-indane formation via domino Stetter-aldol-Michael and Stetter-aldol-aldol reactions.

Eduardo Sánchez-Larios1, Janice M Holmes, Crystal L Daschner, Michel Gravel.   

Abstract

Two novel domino NHC-catalyzed spirocyclizations are described herein, enabling the rapid construction of three new carbon-carbon bonds and a quaternary center with high diastereoselectivity. A variety of spiro bis-indane structures are assembled in a single step from simple o-phthaldialdehyde derivatives.

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Year:  2010        PMID: 21090705     DOI: 10.1021/ol102685u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

Review 1.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

2.  Design, synthesis, and in vitro and in vivo characterization of new memantine analogs for Alzheimer's disease.

Authors:  Andreea L Turcu; Júlia Companys-Alemany; Matthew B Phillips; Dhilon S Patel; Christian Griñán-Ferré; M Isabel Loza; José M Brea; Belén Pérez; David Soto; Francesc X Sureda; Maria G Kurnikova; Jon W Johnson; Mercè Pallàs; Santiago Vázquez
Journal:  Eur J Med Chem       Date:  2022-04-08       Impact factor: 7.088

Review 3.  Synthesis of 1-indanones with a broad range of biological activity.

Authors:  Marika Turek; Dorota Szczęsna; Marek Koprowski; Piotr Bałczewski
Journal:  Beilstein J Org Chem       Date:  2017-03-09       Impact factor: 2.883

4.  PdII-Catalyzed Oxidative Aldehyde-sp2C-H Functionalization and Cyclization Using NHC with Mild Oxidant DMSO for the Selective Synthesis of Esters, Sugar-Based Analogues, and β-Hydroxy Chromanones: An 18O-Labeling Study.

Authors:  Satinath Sarkar; Radha M Laha; Rajendra N Mitra; Dilip K Maiti
Journal:  ACS Omega       Date:  2016-11-21

Review 5.  Recent Advances in the Synthesis of Spiroheterocycles via N-Heterocyclic Carbene Organocatalysis.

Authors:  Yue Liu; Xiang Zhang; Rong Zeng; Ying Zhang; Qing-Song Dai; Hai-Jun Leng; Xiao-Jun Gou; Jun-Long Li
Journal:  Molecules       Date:  2017-11-08       Impact factor: 4.411

6.  Synthetic Approach to the ABCD Ring System of Anticancer Agent Fredericamycin A via Claisen Rearrangement and Ring-Closing Metathesis as Key Steps.

Authors:  Sambasivarao Kotha; Subba Rao Cheekatla; Ambareen Fatma
Journal:  ACS Omega       Date:  2019-10-14
  6 in total

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