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Ring-opening olefin metathesis of twisted amides: activation of amide bonds by C═C cleavage.
Autorzy
Rok wydania
2020
Czasopismo
Numer woluminu
10
Strony
737-742
DOI
10.1021/acscatal.9b04033
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Selective C═C bond cleavage in twisted amides by ring-opening olefin metathesis (ROM) was accomplished. The reaction represents the third mechanism for ring opening of nonplanar amide bonds discovered. Adding to the facile hydrolytic cleavage of nonplanar N–C(O) amide bonds and σ N–C bond scission reactions, this reaction manifold engages a peripheral reactivity principle that hinges upon ring strain energy enforced by the twisted amide bond. Considering the wide utility of ring-opening olefin metathesis reactions in various aspects of chemistry, we anticipate that this ring-opening methodology will be of broad interest and could lead to the development of ROM reactions of twisted amides as a powerful synthetic tool.
Słowa kluczowe
twisted amides, olefin metathesis, amide bonds, ring opening, ring-opening methathesis, ROMP
Adres publiczny
http://dx.doi.org/10.1021/acscatal.9b04033
Strona internetowa wydawcy
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