New efficient route to an advanced precursor of the AB spiroketal of spongistatins.
A sequence of highly diastereoselective functionalizations allowed transformation of a meso-methylenebis(cyclohept-3-ene-1,6-diyl diester) into an advanced precursor of the AB spiroketal of spongistatins. This route illustrates the potential of this bis-cycloheptene derivative for the synthesis of a key fragment of complex bioactive natural compounds.
Favre
Sylvain
S
Laboratory of Glycochemistry and Asymmetric Synthesis, Ecole Polytechnique Fédérale de Lausanne (EPFL), Batochime, CH-1015 Lausanne, Switzerland.
Gerber-Lemaire
Sandrine
S
Vogel
Pierre
P
D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D018942:Macrolides; D013141:Spiro Compounds