An efficient total synthesis of (+)-Pancratistatin via a highly stereoselective intramolecular Henry reaction
(+)-Pancratistatin, first isolated in 1984 from the bulbs of Hawaiian Hymenocallis littoralis, displays remarkable antineoplastic and anticancer properties. Recently Xu, Liu and Coll. published an efficient gram-scale total synthesis of (+)-Pancratistatin based on a highly stereoselective intermolecular Michael addition and intramolecular Henry reaction to build the cyclohexane ring C containing six successive chiral centers. [1] The intramolecular Henry reaction is presented in the Scheme below.
DFT calculations were performed to analyze this intramolecular Henry reaction.
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[1] F. Ding, L. Liang, J. Yao, B. Wang, C. Xu, D. Liu, Org. Lett. 2022, 24, 9458-9462.
PhD organic and medicinal & polymer chemistry
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