Platinum-Catalyzed Asymmetric 1,4-Dihydroxylation
of 1,3-Dienes

H. E. Burks; L. T. Kliman; J. P. Morken

doi:10.1055/s-0029-1217641

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Synfacts 2009(9): 0988-0988
DOI: 10.1055/s-0029-1217641

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Platinum-Catalyzed Asymmetric 1,4-Dihydroxylation of 1,3-Dienes

Contributor(s): Mark Lautens, Jacki Kitching
H. E. Burks, L. T. Kliman, J. P. Morken*
Boston College, Chestnut Hill, USA

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Publication History

Publication Date:
21 August 2009 (online)

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Significance

As an extension on previous research involving the enantioselective diboration of unsaturated hydrocarbons (Chem. Commun. 2007, 4717), the authors now describe a protocol for the asymmetric 1,4-dihydroxylation of 1,3-dienes by catalytic enantioselective 1,4-diboration. In addition, a stereoselective carbonyl allylation with the intermediate bis(boronate) ester is described.