Literature DB >> 14987017

A photochemical approach to the Galanthan ring system.

David E Minter1, Christopher D Winslow.   

Abstract

A five-step, atom-efficient synthesis of the Galanthan tetracyclic skeleton has been developed. The key step is an unusual intramolecular de Mayo reaction using an isocarbostyril substrate with a functionalized tether on nitrogen. The target molecule is produced in 35% overall yield from isocarbostyril.

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Year:  2004        PMID: 14987017     DOI: 10.1021/jo0356560

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

2.  Photosensitized [2 + 2] cycloaddition of N-acetylated cytosine affords stereoselective formation of cyclobutane pyrimidine dimer.

Authors:  Junpei Yamamoto; Kosuke Nishiguchi; Koichiro Manabe; Chikahide Masutani; Fumio Hanaoka; Shigenori Iwai
Journal:  Nucleic Acids Res       Date:  2010-09-29       Impact factor: 16.971

Review 3.  Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis.

Authors:  Markus D Kärkäs; John A Porco; Corey R J Stephenson
Journal:  Chem Rev       Date:  2016-04-27       Impact factor: 60.622

  3 in total

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