“…Although no conversion was observed using 5p , the reaction of 5p·HCl proceeded using 0.5 mol % of 3-cis and 5 mol % of TsOH to generate 6p·HCl (79% yield, 1.3:1 Z : E ). 2-(But-3-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ( 5q ) is a potential nucleophile yet still undergoes facile isomerization to yield the synthetically valuable allyl boronate ester 6q (74% yield, 7.7:1 Z : E ). The 1,5-diene 5r , featuring both internal and terminal alkene groups, is isomerized selectively to the ( Z , Z )-2,5-diene 6r (60%, 2:1 Z : E ) with no evident isomerization of the internal alkene.…”