Literature DB >> 23116064

Electrocyclization of oxatrienes in the construction of structurally complex pyranopyridones.

Anna D Fotiadou1, Alexandros L Zografos.   

Abstract

Application of a tandem Knoevenagel/6π-electrocyclization sequence is able to produce highly substituted pyranopyridones from moderate to high yields in a one-step reaction. High diasteroselectivity is observed in some cases and was rationalized on the basis of the thermodynamic control of the evidenced reversibility of a 6π-electrocyclization reaction. Numerous examples are provided establishing a novel entry in natural product-like structures of pyranopyridone alkaloids.

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Year:  2012        PMID: 23116064     DOI: 10.1021/ol3026457

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


  2 in total

1.  Total Syntheses of Proposed (±)-Trichodermatides B and C.

Authors:  Qian Li; Yan-Shuang Xu; Gregory A Ellis; Timothy S Bugni; Yu Tang; Richard P Hsung
Journal:  Tetrahedron Lett       Date:  2013-10-09       Impact factor: 2.415

2.  Eco-friendly synthesis of fused pyrano[2,3-b]pyrans via ammonium acetate-mediated formal oxa-[3 + 3]cycloaddition of 4H-chromene-3-carbaldehydes and cyclic 1,3-dicarbonyl compounds.

Authors:  Vitaly A Osyanin; Dmitry V Osipov; Irina A Semenova; Kirill S Korzhenko; A V Lukashenko; Oleg P Demidov; Yuri N Klimochkin
Journal:  RSC Adv       Date:  2020-09-16       Impact factor: 4.036

  2 in total

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