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Solution: Progesterone is a female hormone that plays a critical role ...

Question

Progesterone is a female hormone that plays a critical role in the menstrual cycle by preparing the lining of the uterus for implantation of an egg. During W. S. Johnson’s biomimetic synthesis of progesterone (a synthesis that draws inspiration from and mimics naturally occurring, biosynthetic pathways), one of the final reactions in the synthesis was believed to have proceeded via the following intermediate (J. Am. Chem. Soc. 197193, 4332–4334). Use resonance structures to explain why this intermediate is particularly stable.