Portal de Periódicos da CAPES

A de Novo Enantioselective Total Synthesis of (−)-Laulimalide

2002; American Chemical Society; Volume: 124; Issue: 46 Linguagem: Inglês

10.1021/ja028019k

1943-2984

Scott G. Nelson, Wing S. Cheung, Andrew J. Kassick, Mark A. Hilfiker,

Microbial Natural Products and Biosynthesis

An enantioselective total synthesis of the naturally occurring anticancer agent (−)-laulimalide is described. The synthesis is characterized by extensive use of new reaction methodologies based on catalytic asymmetric acyl halide−aldehyde cyclocondensation (AAC) reactions and transformations of the derived enantioenriched β-lactones. The synthesis also incorporates a unique allenylstannane glycal acetate alkylation and chemoselective ring-closing metathesis reaction.