Phcnylmagnesium bromide

The chiral acetate reagent is readily prepared from methyl mandelate [methyl (A)-hydroxy-phenyl acetate] which is first converted by treatment with phcnylmagnesium bromide into the triphenylglycol783, c (see Section 1.3.4.2.2.2.) and subsequently transformed into the acetate by reaction with acetyl chloride in the presence of pyridine. Thereby, the secondary hydroxyl group of the glycol is esterified exclusively. Both enantiomers of the reagent are readily accessible since both (R)- and (5)-hydroxyphenylacelic acid (mandelic acids) arc industrial products. 

Give the structure and name of the product expected when phcnylmagnesium bromide is treated with each of the following compounds and then with water ... 

The procedure described4 is a modification of the method of Khotinsky and Melamed,8 who first reported the preparation of boronic acids from (jrignard reagents and borate esters. Benzeneboronic acid and the corresponding anhydride also have been prepared by reaction of phcnylmagnesium bromide with boron... 

Magnesium anthracenide (9,10-dihydro-9.10-anthracenediyl)tris(tetrahydrofuran)magncsium) Mesitylmagnesium bromide (2,4.6-trimethyI-phcnylmagnesium bromide) 4-Methoxyphenylmagnesium bromide Methylmagnesium bromide... 

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