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Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL–boron Lewis acids are used for asymmetric catalysis

✍ Scribed by Jean Philippe Cros; Yolanda Pérez-Fuertes; Michael J Thatcher; Susumu Arimori; Steven D Bull; Tony D James


Book ID
104359879
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
157 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity.