What is the role of the E ring fragment 35 in the synthesis of the CDE ring fragment of pectenotoxin-4?
Label:chem
Topic
The E ring fragment 35 is a key component in the synthesis of the CDE ring fragment of pectenotoxin-4. It serves as the precursor for the final [5,6]-bicyclic ketal structure.
Answer
The E ring fragment 35 is used as the actual E ring component in the final synthesis of the CDE ring fragment of pectenotoxin-4. It undergoes rhodium-catalysed vinyl 1,4-addition with the model C ring boronate 15, followed by Sharpless Asymmetric Dihydroxylation and acid-catalysed cyclisation to form the desired [5,6]-bicyclic ketal structure.
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