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The reaction of hydroxy alkenes 5, 7, and 8 with CO and MeOH in the presence of PdCl 2 and CuCl 2 gave tetrahydropyrans 9, 11, and 12, respectively. Yields were dependent upon the configuration of substituents in the hydroxy alkene; in all cases, the tetrahydropyran was produced with 2,6-cis configuration.
Arenastatin A (1, cryptophycin 24) was synthesized by convergence of hydroxy ester16 with amino acid derivative27; two independent and highly efficient routes to16 are disclosed.
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