R. B. Woodward was one of the leading organic chemists of the middle part of the
Chapter 15, Problem 15.31(choose chapter or problem)
R. B. Woodward was one of the leading organic chemists of the middle part of the twentieth century. Known primarily for his achievements in the synthesis of complex natural products, he was awarded the Nobel Prize in Chemistry in 1965. He entered Massachusetts Institute of Technology as a 16-year-old freshman in 1933 and four years later was awarded the Ph.D. While a student there he carried out a synthesis of estrone, a female sex hormone. The early stages of Woodwards estrone synthesis required the conversion of m-methoxybenzaldehyde to m-methoxybenzyl cyanide, which was accomplished in three steps: CH3O CH O CH3O CH2CN three steps many steps Estrone HO CH3 O Suggest a reasonable three-step sequence, showing all necessary reagents, for the preparation of m-methoxybenzyl cyanide from m-methoxybenzaldehyde.
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