Total Synthesis of Cruentaren A

Studies towards the Total Synthesis of Cruentaren B

“…Several other methods also investigated but the results are not fruitful (Table ) . The acid fragment 5 was synthesized from commercially available Buteraldehyde 9 following literature procedure . Further efforts towards the completion of the total synthesis of Cruentaren B are currently underway.…”

Applications of Mitsunobu Reaction in total synthesis of natural products

“…[79] Nevertheless both cruentarens A and 24 and their analogues showed other interesting biological activities, thus attempts for their total synthesis were suggested and SCHEME 4 The total synthesis of (-)-centrolobine 7 SCHEME 6 The total syntheses of multiplollde A 18 and its diastereomer 19 SCHEME 5 The total synthesis of clavosolide A 13 6 of 50 in much demands. The total synthesis of the cruentaren A was accomplished and reported by Maier et al, [80,81] as well as by Fürstner and co-workers. [82] The total synthesis of the (24) requires providing of the intermediate benzolactone moiety 27 Thus it began with selective O-methylation of compound 25, [83] employing diisopropylazodicarboxylate (DIAD), triphenylphosphine in MeOH under Mitsunobu reaction conditions, [8,73] to furnish the corresponding selective O-methylated compound 26 with excellent yield (98%).…”

Twelve‐membered macrolactones: privileged scaffolds for the development of new therapeutics

“…Many other important members of the 12‐membered macrolactone class have sparked interest; however, they are not discussed here (Figure ). For example, Cruentaren A ( 148 ) and FD‐895 ( 149 ) have been recently reviewed in depth by Maier and are further excellent examples of the power of DTS to generate lead compounds for drug discovery. Cruentaren A ( 148 ) has been shown to act as a novel F‐ATPase inhibitor, in contrast to other benzolactone enamides which traditionally target V‐ATPases .…”