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. 2012 Jan 9;51(2):521-4.
doi: 10.1002/anie.201105716. Epub 2011 Dec 1.

Catalytic enantioselective 1,2-diboration of 1,3-dienes: versatile reagents for stereoselective allylation

Laura T Kliman  1 , Scott N Mlynarski, Grace E Ferris, James P Morken
Affiliations

Catalytic enantioselective 1,2-diboration of 1,3-dienes: versatile reagents for stereoselective allylation

Laura T Kliman et al. Angew Chem Int Ed Engl. .

Abstract

More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products.

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Figures

Scheme 1
Scheme 1
Strategy for chain-extending polyketide synthesis using 1,2-diboration of 1,3-dienes.
Scheme 2
Scheme 2
Diboration-Allylation-Functionalization Sequence.
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