A formal stereoselective synthesis of the naturally occurring 16-membered macrolide aspergillide D is described. The origins of the chiral centers are ribose, lactic acid and the Sharpless asymmetric epoxidation protocol. The foremost reactions involved are Yadav's protocol, the Ohira-Bestmann reaction and alkyl-iodide coupling.
The concise enantioselective total synthesis of antiviral agents (+)-sattazolin and (+)-sattabacin are described in six steps. This synthetic strategy started from commercially available isovaleraldehyde and the key reactions involved in this synthesis are Sharpless epoxidation, phenyl Grignard, Eu(III) catalyzed ring opening of chiral epoxide with indole.
The total syntheses of artekeiskeanol A and C, and altissimacoumarin D have been achieved. The syntheses commenced from commercially available starting materials, 2,4-dihydroxybenzaldehyde and geraniol. The key steps involve Wittig and Riley oxidation reactions.
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