A Concise, Efficient and Scalable Total Synthesis of Thapsigargin and Nortrilobolide from (R)-( −)-Carvone - Journal of the American Chemical Society (ACS Publications)

A Concise, Efficient and Scalable Total Synthesis of Thapsigargin and Nortrilobolide from (R)-( −)-Carvone - Journal of the American Chemical Society (ACS Publications)A concise, efficient and scalable synthesis of thapsigargin and nortrilobolide from commercially available (R)-( −)-carvone was developed. Our synthetic strategy is inspired by nature’s carbon–carbon bond formation sequence, which facilitates the construction of a highly functionalized sesquiterpene lactone skeleton in five stepsvia an enantioselective ketone alkylation and a diastereoselective pinacol cyclization. 

Source: Organometallic Current - April 20, 2017 Category: Chemistry Tags: Alkylation Enantioselective Pinacol rearrangement Total synthesis Source Type: blogs