5 years ago

Photoinduced Vitamin B12-Catalysis for Deprotection of (Allyloxy)arenes

Photoinduced Vitamin B12-Catalysis for Deprotection of (Allyloxy)arenes
Joanna Turkowska, Sandra Lepak, Dorota Gryko, Keith ó Proinsias, Maciej Giedyk, Marcin Marculewicz
Vitamin B12 is a natural cobalt complex that, while reduced to the “supernucleophilic” Co(I) form, can easily react with electrophiles via an SN2 mechanism. It is also shown to react via an SN2′ mechanism with allylic compounds allowing for photochemical deprotection of (allyloxy)arenes. A sustainable alternative to commonly used noble metal-catalyzed deprotection reactions is presented.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01012

DOI: 10.1021/acs.orglett.7b01012

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