Literature DB >> 19653669

Harvesting the strain installed by a Paternò-Büchi step in a synthetically useful way: high-yielding photoprotolytic oxametathesis in polycyclic systems.

Roman A Valiulin1, Andrei G Kutateladze.   

Abstract

High-yielding one-pot photoinduced transformation of readily available endoaroyl and heteroaroyl Diels-Alder adducts into novel polycyclic aldehydes or their hemiacetals, decorated by carbo- and heterocyclic pendants, is described.

Entities:  

Year:  2009        PMID： 19653669     DOI： 10.1021/ol901456m

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


  10 in total

1.  Double-tandem [4π+2π]·[2π+2π]·[4π+2π]·[2π+2π] synthetic sequence with photoprotolytic oxametathesis and photoepoxidation in the chromone series.

Authors:  Roman A Valiulin; Teresa M Arisco; Andrei G Kutateladze
Journal:  J Org Chem       Date:  2011-01-26       Impact factor: 4.354

2.  First Example of Intramolecular [2pi+2pi] Alkene-Arene Photocyclization in the Chromone Series and its Synthetic Utility.

Authors:  Roman A Valiulin; Andrei G Kutateladze
Journal:  Tetrahedron Lett       Date:  2010-07-21       Impact factor: 2.415

3.  Strained to the limit: when a cyclobutyl moiety becomes a thermodynamic sink in a protolytic ring-opening of photogenerated oxetanes.

Authors:  Roman A Valiulin; Teresa M Arisco; Andrei G Kutateladze
Journal:  Org Lett       Date:  2010-08-06       Impact factor: 6.005

4.  Photoassisted access to enantiopure conformationally locked ribofuranosylamines spiro-linked to oxazolidino-diketopiperazines.

Authors:  Nitin S Nandurkar; N N Bhuvan Kumar; Olga A Mukhina; Andrei G Kutateladze
Journal:  ACS Comb Sci       Date:  2012-12-04       Impact factor: 3.784

5.  Iron(III)-catalysed carbonyl-olefin metathesis.

Authors:  Jacob R Ludwig; Paul M Zimmerman; Joseph B Gianino; Corinna S Schindler
Journal:  Nature       Date:  2016-04-27       Impact factor: 49.962

6.  Photoinduced intramolecular cyclopentanation vs photoprotolytic oxametathesis in polycyclic alkenes outfitted with conformationally constrained aroylmethyl chromophores.

Authors:  Roman A Valiulin; Teresa M Arisco; Andrei G Kutateladze
Journal:  J Org Chem       Date:  2012-11-07       Impact factor: 4.354

7.  Beyond olefins: new metathesis directions for synthesis.

Authors:  Marc R Becker; Rebecca B Watson; Corinna S Schindler
Journal:  Chem Soc Rev       Date:  2018-10-29       Impact factor: 54.564

8.  Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) Homo-Dimers as Lewis Acidic Superelectrophiles.

Authors:  Haley Albright; Paul S Riehl; Christopher C McAtee; Jolene P Reid; Jacob R Ludwig; Lindsey A Karp; Paul M Zimmerman; Matthew S Sigman; Corinna S Schindler
Journal:  J Am Chem Soc       Date:  2019-01-16       Impact factor: 15.419

9.  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 10.  Carbonyl-Olefin Metathesis.

Authors:  Haley Albright; Ashlee J Davis; Jessica L Gomez-Lopez; Hannah L Vonesh; Phong K Quach; Tristan H Lambert; Corinna S Schindler
Journal:  Chem Rev       Date:  2021-06-16       Impact factor: 72.087
  10 in total

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