Alkenylboronic cyclic derivatives

The vicinal diol cyclic sulfate from dimethyl tartrate undergoes nucleophilic opening to give substituted malate esters., However, for this application diethyl and diisopropyl L-tartrates give superior yields and selectivities. The asymmetric cyclopropana-tion of the 1 -alkenylboronic ester derived from dimethyl L-tartrate (eq 5) is another example where other tartaric acid derivatives surpass the performance of dimethyl tartrate. ... 

A novel type of coupling was introduced in 2006 when Pd(II) was directly used tmder an atmosphere of dioxygen to perform oxidative Pd(II) catalysis [63]. This methodology, which connects alkenylboron derivatives 71 to olefins 72 (even highly substituted or cyclic ones) in the absence of base, works at moderate temperatures and in short times, minimizing undesired side-reactions. The dienic esters are recovered stereoselectively in good to high yields (Scheme 38). 

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