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(2 + 2) photocycloaddition/fragmentation strategies for the synthesis of natural and unnatural products

Article Abstract:

The (2 + 2) photocycloaddition/fragmentation of dioxinones and vinylogous amides result in the preparation of bicycloalkanes with trans intrabridgehead stereochemistry and tricyclic nucleus of the taxane diterpenes maintaining the stereoselectivity. These reaction procedures are applied to generate active biological analogs of the protein kinase C activating compound ingenol. Mesembrine and aspidosperma alkaloid are obtained by the vinylogous amide photocycloaddition/retro-Mannich fragmentation/Mannich closure series.

Author: Winkler, Jeffrey D., Bowen, Corinne Mazur, Liotta, Fina
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1995
Observations, Stereochemistry

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Ruthenium-catalyzed reactions for organic synthesis

Article Abstract:

Research was conducted to examine ruthenium-catalyzed reactions for organic synthesis. Several ruthenium complexes were prepared and divided into five groups depending on their supporting ligands, namely, oxo, carbonyl, tertiary phosphines, cyclopentadienyl and arenes and dienes. A range of fields of organic syntheses related to oxidation, reduction, isomerization, carbon-carbon bond formation and miscellaneous nucleophilic and electrophilic reactions were also investigated.

Author: Naota, Takeshi, Takaya, Hikaru, Murahashi, Shun-Ichi
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1998
Catalysis, Metal catalysts, Ruthenium

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Synthesis of strychnine

Article Abstract:

Strychnine is a natural product produced in the seeds and bark of Strychnos nux vomica and possesses pharmacological and extremely toxic properties. Structurally, it is very complex and the review summarizes eight synthetic approaches that have been developed in the past decade with detailed account on three of the enantiospecific syntheses of (-)-strychnine.

Author: Bonjoch, Josep, Sole, Daniel
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 2000
Spain, Statistical Data Included, Usage, Reactivity (Chemistry), Aldehydes, Enantiomers, Strychnine, Diels-Alder reaction

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Subjects list: Research, Analysis, Natural products, Ring formation (Chemistry), Cyclization (Chemistry), United States, Organic compounds, Organic compound synthesis
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