Toward an efficient synthesis of taxane analogs by dienyne ring-closing metathesis.
An efficient tandem ring-closing dienyne metathesis of dienynes derived from cyclohex-2-enone affords the [5.3.1] carbon framework characteristic of taxanes in a single-step process. Further stereoselective functionalizations of the resulting [5.3.1] carbon framework lead to an advanced intermediate in a novel synthetic strategy for taxane analogs.
Aldegunde
María J
MJ
Departamento de Química Orgánica, Laboratorios del CSIC, Facultad de Química, Universidad de Santiago, 15782 Santiago de Compostela, Spain.
Castedo
Luis
L
Granja
Juan R
JR
D000466:Alkadienes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D043823:Taxoids / Q000138:chemical synthesis*
D000466:Alkadienes; D000480:Alkynes; D043823:Taxoids