Problem: 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. 1971, 93, 4332–4334). Use resonance structures to explain why this intermediate is particularly stable. 

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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. 

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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.