Q: The following two-step rearrangement was the cornerstone of the first
The following two-step rearrangement was the cornerstone of the first stereoselective total synthesis of quadrone, a biologically active natural product isolated from an Aspergillus fungus. Propose a...
See AnswerQ: During recent studies to determine the absolute stereochemistry of a bromohydrin,
During recent studies to determine the absolute stereochemistry of a bromohydrin, the investigators observed an unexpected skeletal rearrangement. Provide a plausible mechanism for the formation of ep...
See AnswerQ: During a recent total synthesis of englerin A, a potent cytotoxic
During a recent total synthesis of englerin A, a potent cytotoxic natural product isolated from the stem bark of a Tanzanian plant, the investigators observed the following (unusual) basecatalyzed rin...
See AnswerQ: A convenient method for achieving the transformation below involves treatment of the
A convenient method for achieving the transformation below involves treatment of the ketone with Wittig reagent 1 followed by acid-catalyzed hydration: a. Predict the product of the Wittig reaction....
See AnswerQ: During a recent synthesis of hispidospermidin, a fungal isolate and an
During a recent synthesis of hispidospermidin, a fungal isolate and an inhibitor of phospholipase C, the investigators employed a novel, aliphatic Friedel–Crafts acylation. The follo...
See AnswerQ: Treatment of the following ketone with LiAlH4 affords two products, A
Treatment of the following ketone with LiAlH4 affords two products, A and B. Compound B has the molecular formula C8H14O and exhibits strong signals at 3305 cm−1 (broad) and 2117 cm&...
See AnswerQ: Predict the regiochemical outcome (major product) for each of the
Predict the regiochemical outcome (major product) for each of the following Diels–Alder reactions:
See AnswerQ: Consider the following [4+4] cycloaddition process. Would
Consider the following [4+4] cycloaddition process. Would you expect this process to occur through a thermal or photochemical pathway? Justify your answer with MO theory.
See AnswerQ: Diastereoselective transformations, including the one shown below, have been developed
Diastereoselective transformations, including the one shown below, have been developed during efforts toward the syntheses of antifungal and antibacterial natural products. Disregarding stereochemistr...
See AnswerQ: Predict the major product(s) for each of the following
Predict the major product(s) for each of the following thermal electrocyclic reactions:
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