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. Author manuscript; available in PMC: 2013 Jan 9.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Dec 1;51(2):521–524. doi: 10.1002/anie.201105716

Table 3.

Asymmetric Allylboration of Carbonyls with γ,γ-Disubstituted Allylboronates.[a]

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[a]

Diboration reaction carried out at 60 °C for 12 h with ligand L3 and with [substrate] = 1.0 M in toluene. Allylations were conducted at 60 °C for 24 h with 1 equiv. of aldehyde relative to diene and B2(pin)2. Oxidation conducted with 30% H2O2 and 3 M NaOH for 4 h. Percentyield is of purified material and an average of two experiments. Enantiomer ratio determined by HPLC or SFC analysis employing a chiral stationary phase.

[b]

Experiment employed 3 equiv. i-PrCHO.