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Suzuki Coupling of Chiral 1,1′-Binaphthyl Systems − New Synthetic Routes to Functionalize the 2- and 2,2′-Positions

✍ Scribed by Birgit Schilling; Dieter E. Kaufmann

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 574 KB
Volume: 1998
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199804)1998:4<701::aid-ejoc701>3.0.co;2-e

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✦ Synopsis

Binaphthyl derivatives 1-5, substituted in the 2-or 2,2Јpositions are used in palladium-catalyzed Suzuki coupling reactions. The mono-and bis-borylated coupling components 2, 4 and 5 can easily be prepared and purified, are air-stable and are therefore interesting starting materials for Suzuki coupling reactions with several aryl halides. Thus a variety of new axially-chiral 2-and 2,2Ј-arylated 1,1Ј-binaphthyls can be synthesized. Selective monoarylation of 3, 4 and 5 can be performed. Subsequent and stepwise arylation of-

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