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Zinc borates 3 (R T = aryl, alkenyl), prepared from the boronate esters 1 and MeZnCl, were developed for the title reaction. Thus, reaction of the allylic acetates 6a-c with the aryl borates 3a-f and the alkenyl borates 3g,h in the presence of NiCl 2 (PPh 3 ) 2 (10 mol%) and DMI (10 equiv) at 40-50 o C afforded the coupling products 8a-o in good yields (Tables...
Several methods were examined to prepare functionalized boronate esters 4a-g. Thus, reaction of the lithium anions with B(O-i-Pr) 3 followed by esterification with 2,3-butanediol afforded 4a,b,d,e. The Masamune-Wittig reaction was applied to the boronate ester 4a to expand the carbon chain giving 4c and 4f. The alkenyl boronate ester 4g was prepared from acetylene 10 by hydroboration using...
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