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Scientific article
English

Catalytic Asymmetric Bromine-Lithium Exchange: A New Tool to Build Axial Chirality

Published inAdvanced synthesis & catalysis, vol. 352, no. 14-15, p. 2611-2620
Publication date2010
Abstract

We present here the first catalytic desymmetrization of the 2,2',6,6'-tetrabromobiphenyl 1 and analogues, by a bromine-lithium exchange catalyzed by either diamines or diether derivatives (0.5 equiv.), yielding axially chiral compounds in high yield (up to 89%) and high enantioselectivity (up to 82%).

Keywords
  • Asymmetric catalysis
  • Atropoisomerism
  • Biaryls
  • Diphosphines
  • Metal-halogen exchange
Citation (ISO format)
PERRON, Quentin, ALEXAKIS, Alexandre. Catalytic Asymmetric Bromine-Lithium Exchange: A New Tool to Build Axial Chirality. In: Advanced synthesis & catalysis, 2010, vol. 352, n° 14-15, p. 2611–2620. doi: 10.1002/adsc.201000517
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ISSN of the journal1615-4150
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Creation10/21/2010 5:29:00 PM
First validation10/21/2010 5:29:00 PM
Update time03/14/2023 4:07:59 PM
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