A useful and flexible strategy for synthesis of (−)- and (+)-infectocaryone from commercial sugars is developed. The key step of the synthesis is a new-type Diels–Alder reaction with good chemoselectivity and stereoselectivity, in which a mixture of alkene regioisomers in a dynamic equilibrium is employed as chiral dienophiles for the first time.
X. Liu, L. Hu, X. Liu, J. Jia, L. Jiang, J. Lin and X. Chen, Org. Biomol. Chem., 2014, 12, 7603 DOI: 10.1039/C4OB01162G
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