Problem: Many compounds with desirable medicinal properties are isolated from natural sources and are thus referred to as natural products. However, a compound’s medicinal properties are often known before the structure of the compound has been determined. Below are examples of compounds where the first proposed structure was incorrect (Angew. Chem. Int. Ed. 2005, 44, 1012–1044). In each case, the corresponding correct structure is also shown. Identify all functional groups in each pair of compounds and then compare the similarities and differences between their molecular structures.
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Many compounds with desirable medicinal properties are isolated from natural sources and are thus referred to as natural products. However, a compound’s medicinal properties are often known before the structure of the compound has been determined. Below are examples of compounds where the first proposed structure was incorrect (Angew. Chem. Int. Ed. 2005, 44, 1012–1044). In each case, the corresponding correct structure is also shown. Identify all functional groups in each pair of compounds and then compare the similarities and differences between their molecular structures.
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Based on our data, we think this problem is relevant for Professor Osner's class at LUC.
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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 2nd Edition. You can also practice Organic Chemistry - Klein 2nd Edition practice problems.