Affiliation:
1. 2209 School of Chemistry Indian Institute of Science Education and Research 695551 Thiruvananthapuram Kerala India
Abstract
AbstractThe first stereoselective total synthesis of euolutchuol C using a biomimetic cationic polyene cyclization is demonstrated, and its absolute structure has been established. Four potential stereoisomers of euolutchuol C were synthesized to confirm the structure as an aromatic abietane diterpenoid consisting of 15(S)‐stereogenic center. Asymmetric Sharpless dihydroxylation was employed to construct the chiral epoxide, while CBS‐reduction was utilized for enantiomerically pure benzylic alcohols. A convergent approach is used to synthesize euolutchuol C in seven longest linear steps to give an overall yield of 23 %.
Subject
Organic Chemistry,Physical and Theoretical Chemistry