The Journal of organic chemistry

Total synthesis of (+)-aspicilin. The naked carbon skeleton strategy vs the bioorganic approach

SC Sinha, E Keinan

Index: Sinha, Subhash C.; Keinan, Ehud Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 377 - 386

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Citation Number: 46

Abstract

The advantages of the “naked carbon skeleton” strategy in the total synthesis of polyoxygenated natural products are demonstrated in the total synthesis of the 18- membered macrolide (+)-aspicilin, 1. This approach employs the easily prepared, nonfunctionalized carbon skeleton of the target molecule, hexadeca-1, 3, 15-triene, 2. All the required stereogenic carbinol centers are then introduced onto this partially unsaturated ...