A flexible approach toward trans-fused polycyclic tetrahydropyrans. A synthesis of prymnesin and yessotoxin units.
Ru-catalyzed cycloisomerization and oxidative cyclization of bis-homopropargylic alcohols provide a rapid iterative approach to structural units of the ladder toxins.
Trost
Barry M
BM
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
Rhee
Young Ho
YH
D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D008074:Lipoproteins / Q000138:chemical synthesis* / Q000737:chemistry; D008387:Marine Toxins / Q000138:chemical synthesis* / Q000737:chemistry; D008978:Mollusk Venoms; D035964:Oxocins / Q000138:chemical synthesis* / Q000737:chemistry; D011714:Pyrans / Q000737:chemistry*
D004988:Ethers, Cyclic; D008074:Lipoproteins; D008387:Marine Toxins; D008978:Mollusk Venoms; D035964:Oxocins; D011714:Pyrans; C001884:prymnesin; C066632:yessotoxin