Divergent Asymmetric Synthesis of Polycyclic Compounds via Vinyl Triazenes | Zendy

Kossler David | Zendy; Perrin Florian G. | Zendy; Suleymanov Abdusalom A. | Zendy; Kiefer Gregor | Zendy; Scopelliti Rosario | Zendy; Severin Kay | Zendy; Cramer Nicolai | Zendy

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Divergent Asymmetric Synthesis of Polycyclic Compounds via Vinyl Triazenes

Author(s) -

Kossler David,

Perrin Florian G.,

Suleymanov Abdusalom A.,

Kiefer Gregor,

Scopelliti Rosario,

Severin Kay,

Cramer Nicolai

Publication year - 2017

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201706013

Subject(s) - enantioselective synthesis , chemistry , triazene , cycloaddition , combinatorial chemistry , halide , catalysis , organic chemistry , cyclopentadienyl complex

Vinyl triazenes were obtained by enantioselective [2+2] cycloaddition reactions of bicyclic alkenes with 1‐alkynyl triazenes in the presence of a Ru II catalyst with a chiral cyclopentadienyl ligand. These triazenes serve as unique vinyl cation surrogates. Under acidic conditions, the triazene functionality can be replaced with a variety of groups, including halides, alkoxides, sulfoxides, amides, arenes, and heteroarenes, thus providing efficient access to a pool of chiral polycyclic compounds.

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