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Asymmetric 1,4-Addition of Organoboron Reagents to Quinone Monoketals Catalyzed by a Chiral Diene/Rhodium Complex: A New Synthetic Route to Enantioenriched 2-Aryltetralones

✍ Scribed by Norihito Tokunaga; Tamio Hayashi

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 106 KB
Volume: 349
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200600632

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✦ Synopsis

Abstract

A novel synthetic approach to 2‐aryltetralones with high ee has been developed through asymmetric 1,4‐addition of arylboronic acids to naphthoquinone monoketals catalyzed by a rhodium complex with the (R,R)‐Ph‐bod* ligand. The asymmetric addition proceeded in high yields with excellent enantioselectivity.

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