77. Asymmetric Total Synthesis of (+)-Fusarisetin A via the Intramolecular Pauson–Khand Reaction

Jun Huang, Lichao Fang, Rong Long, Li-Li Shi, Hong-Juan Shen, Chuang-chuang Li *, and Zhen Yang *

Org. Lett. 2013, 15, 4018

• Top10 Most Accessed Article in 07/2013.
• Highlighted in Synfacts, 2014, 10, 8.

An asymmetic total synthesis of (+)-fusarisetin A has been achieved. The essential to our strategy was the application of the intramolecular Pauson–Khand reaction for the stereoselective construction of the trans-decalin subunit of (+)-fusarisetin A with a unique C16 quarternary chiral center. The developed chemistry offers an alternative to the IMDA reaction that has been used for fusarisetin A, and is applicable to analogue synthesis for biological evaluation.