Iodomagnesium salt

This reaction was applied to the synthesis of quinonoid natural products [34]. Propargyl bromides 62 a and 62b, which were prepared from prenyl bromide and phytyl bromide by a standard procedure, were converted to the corresponding aluminum reagents by reaction with powdered aluminum and a catalytic amount of mercuric chloride [35]. Then the iodomagnesium salt of cyclopropanol hemiacetal was treated with these reagents [36] affording the prenyl derivative 63 a and the phytyl derivative 63 b in 49 and 50% yield, respectively (Scheme 26). 

---