Urea Insertion Reaction of Rhodium-Carbenoid

Urea Insertion Reaction of Rhodium-Carbenoid

We developed the first carbenoid insertion reaction into the urea C−N bond. The urea insertion reaction proceeded smoothly using Rh2(NHPiv)4, a rhodium catalyst previously designed by our group, to construct a diazabicyclic system. Highly functionalized bridged molecules with three adjacent stereoce...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2018/11/01, Vol.66(11), pp.1041-1047
Hauptverfasser: Hashimoto, Yoshinori, Kono, Masato, Harada, Shingo, Nemoto, Tetsuhiro
Format: Artikel
Sprache:eng
Schlagworte:
Bridge construction
carbenoid
Catalysis
Insertion
Methane - analogs & derivatives
Methane - chemistry
Molecular Structure
Rhodium
Rhodium - chemistry
Urea
Urea - chemistry
Ureas
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Beschreibung
Zusammenfassung:We developed the first carbenoid insertion reaction into the urea C−N bond. The urea insertion reaction proceeded smoothly using Rh2(NHPiv)4, a rhodium catalyst previously designed by our group, to construct a diazabicyclic system. Highly functionalized bridged molecules with three adjacent stereocenters were diastereoselectively synthesized via the urea insertion reaction followed by hydride reduction or nucleophilic addition sequences in one-pot.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.c18-00511