Palladium‐Mediated [2+1] Cycloaddition of Norbornene Derivatives with Ynamides | Zendy

Clavier Hervé | Zendy; Lepronier Aymeric | Zendy; BengobesseMintsa Nathalie | Zendy; Gatineau David | Zendy; Pellissier Hélène | Zendy; Giordano Laurent | Zendy; Tenaglia Alphonse | Zendy; Buono Gérard | Zendy

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Palladium‐Mediated [2+1] Cycloaddition of Norbornene Derivatives with Ynamides

Author(s) -

Clavier Hervé,

Lepronier Aymeric,

BengobesseMintsa Nathalie,

Gatineau David,

Pellissier Hélène,

Giordano Laurent,

Tenaglia Alphonse,

Buono Gérard

Publication year - 2013

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201200903

Subject(s) - palladium , cycloaddition , norbornene , catalysis , chemistry , bicyclic molecule , phosphine , phosphine oxide , enantioselective synthesis , oxide , combinatorial chemistry , transformation (genetics) , organic chemistry , medicinal chemistry , polymer , monomer , biochemistry , gene

An efficient palladium‐catalyzed [2+1] cycloaddition between ynamides and norbornenes or norbornadienes is reported. Both phosphapalladacycles and palladium/secondary phosphine oxide catalytic systems were found to be competent for the transformation allowing the preparation of aminomethylenecyclopropanes. The reaction showed general applicability to various functionalized bicyclo[2.2.1]hept‐2‐enes and ynamides. A chiral phosphapalladacycle was tested to carry out this transformation in an enantioselective fashion.

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