Alkynyliodonium salts in organic synthesis. Application to the preparation of the tricyclic core of (+/-)-halichlorine.
The tricyclic core of halichlorine has been synthesized through the use of an alkynyliodonium salt/alkylidenecarbene/1,5 C-H insertion sequence that sets the pivotal quaternary center in the target.
Feldman
Ken S
KS
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA. ksf@chem.psu.edu
Perkins
Angela L
AL
Masters
Katherine M
KM
D000470:Alkaloids / Q000138:chemical synthesis*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009861:Onium Compounds / Q000737:chemistry; D012492:Salts / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000470:Alkaloids; D009861:Onium Compounds; D012492:Salts; D013141:Spiro Compounds; C412666:halichlorine