ORGN 268 |
We have devised an efficient palladium pincer-complex (2) catalyzed synthesis of allylboronic acids (1a) and allyl boronates (1b) using diboronic acid (3). This catalytic reaction has a very broad synthetic scope as allyl alcohols (4), allyl acetates (5), vinyl cyclopropenes (6) and vinyl aziridines (7) can be used as substrates. The reactions proceed with excellent regio and stereoselectivity and with a high level of functional group tolerance. The allylboronic acids (1a) and allyl boronates (1b) obtained in these reactions were employed as substrates in Suzuki-Miyaura type of coupling reactions, as well as in allylation of aldehydes and imines, including asymmetric catalysis.
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Metal-Mediated Reactions and Syntheses
8:00 AM-12:00 PM, Monday, 11 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |