A diffi cult problem in the synthesis of PGF2 is the introduction of the OH group at C15
Chapter 29, Problem 29.23(choose chapter or problem)
A diffi cult problem in the synthesis of PGF2 is the introduction of the OH group at C15 in the desired confi guration. a. Label this stereogenic center as R or S. b. A well known synthesis of PGF2 involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship. c. Suggest a reagent to convert A to the single stereoisomer X. O O O O X OH PGF2 OH C15 HO HO COOH O O O O O [1] Zn(BH4)2 [2] H2O A B and C
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