Literature DB >> 22082317

Synthesis of the asperparaline core by a radical cascade.

Peter J Crick1, Nigel S Simpkins, Adrian Highton.   

Abstract

A concise access to the pentacyclic core structure of the asperparalines is described. The key step is a radical cascade sequence comprised of a 1,6-hydrogen atom transfer followed by 6-exo-trig and 5-exo-trig cyclizations.

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Year:  2011        PMID: 22082317     DOI: 10.1021/ol202769f

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


  4 in total

1.  Intermolecular Diels-Alder Cycloaddition for the Construction of Bicyclo[2.2.2]diazaoctane Structures: Formal Synthesis of Brevianamide B and Premalbrancheamide.

Authors:  Jacob G Robins; Kyu J Kim; Alex J Chinn; John S Woo; Jonathan R Scheerer
Journal:  J Org Chem       Date:  2016-02-26       Impact factor: 4.354

2.  An analysis of the complementary stereoselective alkylations of imidazolidinone derivatives toward α-quaternary proline-based amino amides.

Authors:  Brian J Knight; Erin E Stache; Eric M Ferreira
Journal:  Tetrahedron       Date:  2015-05-09       Impact factor: 2.457

3.  Synthesis of functionalized indolizidines through Pauson-Khand cycloaddition of 2-allylpyrrolidines.

Authors:  Michael P McCormack; Stephen P Waters
Journal:  J Org Chem       Date:  2013-01-23       Impact factor: 4.354

Review 4.  Thiyl Radicals: Versatile Reactive Intermediates for Cyclization of Unsaturated Substrates.

Authors:  Dylan M Lynch; Eoin M Scanlan
Journal:  Molecules       Date:  2020-07-07       Impact factor: 4.411

  4 in total

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