Formal total synthesis of okadaic acid via regiocontrolled gold(I)-catalyzed spiroketalizations.
Both C19 and C34 spiroketal domains of okadaic acid were assembled using gold(I) chloride catalyzed spiroketalizations, and the two resulting fragments were coupled to give the C15-C38 fragment of okadaic acid, a known intermediate for the total synthesis of this important natural product.
Fang
Chao
C
Department of Chemistry, The Ohio State University, Columbus, Ohio 43210-1185, USA.
Pang
Yucheng
Y
Forsyth
Craig J
CJ
D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D019319:Okadaic Acid / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000737:chemistry*
D005663:Furans; D013141:Spiro Compounds; C520774:spiroketal; D019319:Okadaic Acid; D006046:Gold