1587697-39-9Relevant academic research and scientific papers
Late-stage β-epimerization. A stereodivergent to stereoconvergent relay to the first total synthesis of (+)-murolic acid
Fernandes, Rodney A.,Patil, Pradnya H.,Chowdhury, Asim K.
, p. 237 - 243 (2014/01/06)
The first total synthesis of (+)-murolic acid is accomplished in 17 steps from ester 9 in 14.8 % overall yield. The key steps involve asymmetric dihydroxylation, orthoester Johnson-Claisen rearrangement and α-methylenation using Stiles reagent. A beneficial late stage β-epimerization reverted a stereodivergent relay to a stereoconvergent completion of an efficient synthesis of (+)-murolic acid. The first total synthesis of (+)-murolic acid is accomplished in 17 steps from ester 9 in 14.8 % overall yield. The key steps involve asymmetric dihydroxylation, orthoester Johnson-Claisen rearrangement and α-methylenation using Stiles reagent. A beneficial late-stage β-epimerization increased the efficiency of the synthesis. Copyright
