Chemodivergent, Tunable, and Selective Iodine(III)-Mediated Bromo-Functionalizations of Polyprenoids | Zendy

Tatyana Grayfer | Zendy; Pascal Retailleau | Zendy; Robert H. Dodd | Zendy; Joëlle Dubois | Zendy; Kevin Cariou | Zendy

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Chemodivergent, Tunable, and Selective Iodine(III)-Mediated Bromo-Functionalizations of Polyprenoids

Author(s) -

Tatyana Grayfer,

Pascal Retailleau,

Robert H. Dodd,

Joëlle Dubois,

Kevin Cariou

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b02125

Subject(s) - chemistry , halogenation , iodine , electrophile , reagent , reactivity (psychology) , combinatorial chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology

Mild oxidation of bromides by iodine(III) reagents generated active electrophilic bromination species that were reacted with polyprenoids. By simple and minor variations of an I(III)/Br combination, the reactivity could be selectively steered toward dibromination, oxybromination, or bromocyclization, giving access to a wide array of brominated motifs.

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