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Scientific article
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Enantiospecific Elongation of Cationic Helicenes by Electrophilic Functionalization at Terminal Ends

Published inChemistry - A European Journal, vol. 23, no. 55, p. 13596-13601
Publication date2017
Abstract

A strategy for late-stage electrophilic functionalizations of cationic helicenes is exposed. Thanks to strongly acidic conditions that permit reversible electrophilic substitutions, regioselective acylations, sulfonylations, or alkylations occur at the extremity(ies) of the helical cores. Extended [5] or [6]helicenes can then be generated from cationic [4]helicenes in successive one-pot elongation processes. Retention of configuration and excellent enantiospecificity (up to 99 %) are observed for the helicene growth in the enantiopure series.

Citation (ISO format)
DUWALD, Romain et al. Enantiospecific Elongation of Cationic Helicenes by Electrophilic Functionalization at Terminal Ends. In: Chemistry - A European Journal, 2017, vol. 23, n° 55, p. 13596–13601. doi: 10.1002/chem.201703441
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ISSN of the journal0947-6539
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Creation10/04/2017 12:27:00 PM
First validation10/04/2017 12:27:00 PM
Update time03/15/2023 2:05:30 AM
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