A Chiron Approach for the Total Synthesis of Crassalactone A

The total synthesis of crassalactone A ( 1 ) has been achieved in twelve steps starting from commercially available 1,5‐D ‐gluconolactone. Still? Gennari olefination, one‐pot deprotection, and lactonization are the key reactions involved in the synthesis.     

A concise synthesis of (+)-goniofufurone, (+)-7-epi-goniofufurone, (+)-crassalactones B and C

The concise and efficient synthesis of (+)-goniofufurone, (+)-7-epi-goniofufurone, (+)-crassalactones B and C were achieved in 6 to 7 steps from the known d-glucono-δ-lactone derivative 9. An acid-mediated cascade cyclization was employed to construct the furanofurone bicyclic framework in one-pot.     

Stereoselective Total Synthesis of Crassalactone A,a Natural Cytotoxic Styryl Lactone

A stereoselective total synthesis of a naturally occurring cytotoxic styryl lactone, crassalactone A ( 1 ), has been accomplished. The synthesis involves (?)‐diisopropyl D ‐tartrate as the starting material, and the stereoselective additions of Grignard reagent and MeNO₂ to two chiral aldehyde intermediates as the key steps.