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Platinum-Catalyzed Tandem Diboration/Asymmetric Allylboration:  Access to Nonracemic Functionalized 1,3-Diols

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journal contribution
posted on 13.06.2003, 00:00 by Jeremy B. Morgan, James P. Morken
A single-pot tandem catalytic diene diboration/carbonyl allylation reaction is described that uses a commercially available chiral diboron reagent. The chirality of the intermediate diboration adduct is transferred to the product in the carbonyl allylation reaction, thereby providing access to enantioenriched chiral products. Notably, the reaction allows for construction of a quaternary stereocenter and furnishes a synthetically versatile C−B bond in the reaction product.