2002 alkaloids

alkaloidsU 0600

10 - 188Enantioselective Total Synthesis of Batzelladine F: Structural Revi-sion and Stereochemical Definition. — The synthesis of title alkaloid(XIIa) is accomplished by a highly convergent tethered Biginelli condensationbetween β-keto ester (VIII) and guanidine hemi-aminal (IX) as key step.Both fragments are readily available from enantiopure β-hydroxy ketones.Spectral data reveal that the natural compound is identical with the syntheticproduct and thus distinct from the proposed structure (XIIb). — (COHEN,FREDERICK; OVERMAN, LARRY E.; J. Am. Chem. Soc. 123 (2001) 43,10782-10783; Dep. Chem., Univ. Calif., Irvine, CA 92697, USA; EN)

1