338. A. Lefranc, L. Gremaud, A. Alexakis,
     “Construction of Bicyclo[3.2.1]octanes with Four Stereogenic Centers by Organocatalytic Domino Michael/Aldol Reaction”
     Org. Lett. 2014, 16, 5242-5245.

An enantio- and diastereoselective organocatalytic domino Michael/Aldol reaction for the direct preparation of synthetically and medicinally relevant bicyclo[3.2.1]octane derivatives with four stereogenic centers, including two quaternary carbons, has been described. The reaction tolerates a large variety of substituents on β,γ-unsaturated 1,2-ketoesters and cyclic 1,3-ketoesters. It allows for the formation of various bicyclo[3.2.1]octanes in good yields (53–98%), diastereoselectivities (1:1 to 5:1 dr), and enantioselectivities (up to 95:5 ee).

DOI : 10.1021/ol502171h 

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