Catalytic, asymmetric synthesis of siphonarienal.
This paper describes the synthesis of the marine natural product, siphonarienal. The key step of this synthesis is an aldol reaction that constructs most of the skeleton and sets all three stereocenters of the target in one step from commercially available starting materials. Deoxygenation and chain homologation steps complete the synthesis.
Calter
M A
MA
Department of Chemistry, University of Rochester, Rochester, New York 14627-0216, USA. Calter@chem.rochester.edu
Liao
W
W
Struss
J A
JA
D000473:Alkanes / Q000138:chemical synthesis*; D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry; D000970:Antineoplastic Agents / Q000737:chemistry; D001685:Biological Factors / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D013237:Stereoisomerism
D000473:Alkanes; D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D001685:Biological Factors