The total synthesis of (+/-)-11-O-debenzoyltashironin.
The total synthesis of the putative non-peptidyl neurotrophic factor 11-O-debenzoyltashironin has been accomplished. The key transformation involves a biomimetic oxidative dearomatization/transannular Diels-Alder sequence that closes the tetracyclic carbon skeleton present in the natural product.
Cook
Silas P
SP
Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, NY 10027, USA.
Polara
Alessandra
A
Danishefsky
Samuel J
SJ
D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D029523:Illicium / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
C516856:11-O-debenzoyltashironin; D001952:Bridged-Ring Compounds