Tetrahedron Letters p. 2765 - 2768 (1999)
Update date:2022-08-03
Topics:
Toro, Andras
Wang, Yuan
Deslongchamps, Pierre
Synthesis of three generations of model substrates with advancing similarity to chatancin are presented. In the first two generations, an Ireland-Claisen based six-step sequence supplied the trans-dienophile to be connected by dithiane chemistry to furfurals. In the third generation, a homogeraniol based dienophile aldehyde was coupled with a dilithiated 3- furoic acid. Subsequently, all three generations were concluded with similar functional group modifications as a preparation for a malonate-furyl chloride based macrocyclization.
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