An enantiospecific synthesis of jiadifenolide
DA Siler, JD Mighion… - Angewandte Chemie …, 2014 - Wiley Online Library
A Robinson annulation, van Leusen homologation, and a desymmetrizing C H oxidation
enabled an enantiospecific synthesis of the neurotrophic natural product jiadifenolide. From
a pulegone‐derived building block, a key propellane intermediate was constructed through
the use of simple reagents in a highly diastereoselective fashion. A short series of oxidations
of this tricylic framework allowed progression to the natural product.
enabled an enantiospecific synthesis of the neurotrophic natural product jiadifenolide. From
a pulegone‐derived building block, a key propellane intermediate was constructed through
the use of simple reagents in a highly diastereoselective fashion. A short series of oxidations
of this tricylic framework allowed progression to the natural product.
An Enantiospecific Synthesis of Jiadifenolide
JD Mighion - 2014 - dataspace.princeton.edu
Our strategy towards the synthesis of the neurotrophic natural product jiadifenolide is
discussed. Jiadifenolide is a structurally complex seco-prezizaane natural product and our
goals were to simplify the total synthesis of this compound using late stage CH
functionalization. It is our belief that the explorations into these late stage CH
functionalizations have taught us about the necessity for new technologies in this area while
also demonstrating an effective strategy for the synthesis of these compounds. During the …
discussed. Jiadifenolide is a structurally complex seco-prezizaane natural product and our
goals were to simplify the total synthesis of this compound using late stage CH
functionalization. It is our belief that the explorations into these late stage CH
functionalizations have taught us about the necessity for new technologies in this area while
also demonstrating an effective strategy for the synthesis of these compounds. During the …
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