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Aldol reactions mediated by a tetrahedral boronate.

Chemical communications (Cambridge, England) (2012-11-30)
Tobias Müller, Kristina Djanashvili, Isabel W C E Arends, Joop A Peters, Ulf Hanefeld
ABSTRACT

The base is a key factor in aldol reactions in organic media, determining the selectivity. Here, we describe a tetrahedral phenylboronate salt as a mild non-nucleophilic base that is able to catalyse the aldol reaction and significantly decrease the formation of undesired elimination products.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Phenylboronic acid, purum, ≥97.0% (HPLC)
Sigma-Aldrich
Phenylboronic acid, 95%