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An Improved Synthesis Of A Ring-C Precursor To Cobyric Acid, Hui Wang, Peter A. Jacobi Jan 2010

An Improved Synthesis Of A Ring-C Precursor To Cobyric Acid, Hui Wang, Peter A. Jacobi

Dartmouth Scholarship

Alkyne acid 10 was prepared in enantioselective fashion from allylic ester derivative (R)-18 via an E-selective Ireland-Claisen rearrangement followed by Si-assisted elimination of HBr. The present route offers significant advantages in terms of both scalability and overall yield compared to that previously described. Alkyne acid 10 is an attractive ring-C precursor for an ongoing synthesis of cobyric acid.